New downstream synthetic route of 33097-11-9

With the rapid development of chemical substances, we look forward to future research findings about 33097-11-9.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. HPLC of Formula: C6H4Cl2N2OS

Step 2. Preparation of 4-Chloro-6-methylsulfanyl-]H-pyrazolo[3,4-d]pyrimidine 4,6-Dichloro-2-methylsulfanyl-pyrimidine-5-carbaldehyde (7.54 g, 0.0338 mol) was added to 80 mL of dioxane and stirred for 10 minutes at room temperature. Diisopropyl ethylamine (6.03 mL, 0.0340 mol) was added and the mixture was cooled in an ice bath with stirring for 10 minutes. Anhydrous hydrazine (1.08 mL, 0.0338 mmol) was added dropwise over three minutes, and stirring was continued for an additional five minutes. The ice bath was removed, and the reaction ixture was heated to reflux with stirring for two hours. The reaction mixture was then stirred at room temperature for 16 hours. The reaction mixture was concentrated under reduced pressure, and the residue was added to 20 mL of 2 N HCl and 100 mL EtOAc. The resulting suspension was stirred and filtered, ad the solid was washed with water followed by EtOAc. The organic phase of the filtrate was collected, and the aqueous phase was extracted three times with 150 mL EtOAc. The combined organic phases were dried (MgSO4), filtered, and the filtrate was evaporated under reduced pressure. The resulting solid was washed with diethyl ether/hexanes (1:1) and the solid was dried to provide 3.13 g of crude 4-Chloro-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine. Mass Spec. M+H =201.

With the rapid development of chemical substances, we look forward to future research findings about 33097-11-9.

Reference:
Patent; Arora, Nidhi; Billedeau, Roland Joseph; Dewdney, Nolan James; Gabriel, Tobias; Goldstein, David Michael; O’Yang, Counde; Soth, Michael; US2005/197340; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some tips on 17321-93-6

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 17321-93-6, 2-Amino-5-bromo-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference of 17321-93-6 ,Some common heterocyclic compound, 17321-93-6, molecular formula is C5H6BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of 5-bromo-4-methylpyrimidine-2-ylamine (5.0g, 26 mmol), potassium acetate (7.83g, 79.8 mmol), 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)- 1,3,2- dioxaborolane (7.43 g, 29.2 mmol) in dioxane (140 mL) was stirred for 20 min under nitrogen. 1, 1 ‘-bis (diphenylphosphino) ferrocene palladium (II) chloride dichloromethane adduct (1.08 g, 1.33 mmol) was added to the reaction mixture. The reaction mixture was heated to 115 °C for 18 h under nitrogen. Upon completion, the mixture was cooled and EtOAc was added. The resulting mixture was sonicated and filtered. Additional EtOAc was used to wash the solid. The combined organic extracts were washed with water, dried over MgS04, filtered and concentrated. The crude was purified by chromatography eluting with 20-100percent EtO Ac/hex ane to yield 4.5 g of 4-methyl-5-(4,4,5,5-tetramethyl (l,3,2-dioxaborolan-2-yl))pyrimidine-2-ylamine (yield: 74percent). 1H-NMR (DMSO, 400 MHz): delta 8.28 (s, 1H), 6.86 (br s, 2H), 2.35 (s, 3 H), 1.25 (s, 12 H). MS (ESI) m/e (M+H+) 236.15, 154.07.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 17321-93-6, 2-Amino-5-bromo-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA-ROCHE AG; DOTSON, Jennafer; HEALD, Robert Andrew; HEFFRON, Timothy; JONES, Graham Elgin; KRINTEL, Sussie Lerche; MCLEAN, Neville James; NDUBAKU, Chudi; OLIVERO, Alan G.; SALPHATI, Laurent; WANG, Lan; WEI, BinQing; WO2012/82997; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about 5604-46-6

According to the analysis of related databases, 5604-46-6, the application of this compound in the production field has become more and more popular.

Electric Literature of 5604-46-6, Adding some certain compound to certain chemical reactions, such as: 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde,molecular formula is C5H3Cl2N3O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5604-46-6.

Intermediate 30Ethyl 2-(2-amino-6-chloro-5-formylpyrimidin-4-ylthio)acetate To a stirred suspension of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (Intermediate 29, 10.66 g, 55.52 mmol) in ethanol (100 mL), triethylamine (8.51 mL, 61.07 mmol) and ethyl 2- mercaptoacetate (6.12 mL, 55.52 mmol) were added. The reaction mixture was stirred at room temperature for 3 h. The precipitate was collected by filtration and washed with water, then recrystallized from 2-propanol, and dried in vacuo to afford 12.6 grams of the title compound. Reference: Tumkevicius, S. et al., J. Heterocyclic Chem., 2006, 43, 1629-33. LC/MS (ES+)[(M+H)+]: 276, 278 for C9Hi0ClN3O3S. 1R NMR (300 MHz, d6-DMSO): 1.19 (t, 3H), 3.98 (s, 2H), 4.10 (q, 2H), 7.95 (s, IH), 8.25 (s, IH), 10.08 (s, IH).

According to the analysis of related databases, 5604-46-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27732; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Simple exploration of 696-82-2

According to the analysis of related databases, 696-82-2, the application of this compound in the production field has become more and more popular.

Electric Literature of 696-82-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 696-82-2, name is 2,4,6-Trifluoropyrimidine, molecular formula is C4HF3N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

(1) 26.8 parts of 4,6-diaminobenzene-1,3-disulfonic acid (hereinafter referred to as m-bis disulfonic acid) was dissolved in 200 parts of water, With 10% sodium carbonate solution to adjust the pH to 6, the whole solution, and then added 13.5 parts of trifluoropyrimidine at a temperature of 15 C, a pH of 4 under conditions of condensation 4. 0h, bis End point, to obtain a condensation product;

According to the analysis of related databases, 696-82-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Demeike Chemical Co., Ltd.; Wang Xiaojun; (8 pag.)CN106398299; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about 2-Chloro-5-fluoropyrimidine

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Related Products of 62802-42-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

4-[4-(5,5-Dimethyl-[1 ,3,2]dioxaborinan-2-yl)-3-fluoro-phenyl]-3,6-dihydro-2H- pyridine-1-carboxylic acid tert-butyl ester (19AB)(1.55g, 3.98 mmol, 1 equiv), 2- Chloro-5-fluoro-pyrimidine (20AB)(634 mg, 591 uL, 4.78 mmol, 1.2 equiv), and 2M sodium carbonate (9.95 ml_) were added in a pressure vessel (350 ml_) and a (1v : 1v) mixture of toluene and ethanol (25 ml_ : 25 ml_) was added. The mixture was then bubbled with nitrogen gas for about 10 minutes. Tetrakis(triphenylphosphine) palladium (0) (462 mg, 0.4 mmol, 0.1 equiv) was added to the mixture. The reaction vessel was tightly capped, placed in an oil bath at 90C, and stirred overnight.The reaction mixture was cooled down to room temperature and diluted with ethyl acetate. The crude mixture was transferred into a seperatory funnel and washed with a (1v : 1v) brine and water mixture. The organic layer was separated and combined and dried over magnesium sulfate. The crude product was then filtered into a flask and the solvent was removed on rotovap. The residue was taken up in as little dichloromethane as possible and purified by column chromatography using Analogix purification system with the following conditions: Solvent A: Dichloromethane; Solvent B: Methanol. Flow Rate: 45 mL/min. Gradient: 0% Solvent B to 10% Solvent B in 60 minutes.Yield= 677 mg (46%)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some scientific research about 7H-Pyrrolo[2,3-d]pyrimidin-4-amine

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1500-85-2, 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 1500-85-2 ,Some common heterocyclic compound, 1500-85-2, molecular formula is C6H6N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Solid K2CO3 (0.930 g, 6.71 mmol, 3.0 equiv) was added to a stirringsolution of 7H-pyrrolo[2,3-d]pyrimidin-4-amine 16 (0.300 g,2.24 mmol, 1.0 equiv) in dry DMF (15 mL) at room temperature. After 1 h, a solution of tert-butyl (2-chloroethyl)carbamate (0.602 g,3.35 mmol, 1.5 equiv) in dry DMF (5 mL) was added dropwise. Theresulting suspensionwas stirred for 48 h at 80 C. After the reactionwas complete, as indicated by TLC, the crude material was filteredthrough a plug of Celite to remove inorganic salts and thenwashedwith dichloromethane (50 mL x 4). The filtratewas concentrated byrotary evaporation and purification was carried out using 9%methanol/dichloromethane as the eluent to provide a light brownsolid of the corresponding tert-butyl carbamate. This material wasdissolved in 15 mL of a 1:1 (v/v) mixture of trifluoroacetic acid anddichloromethane. The resulting solution was stirred at room temperaturefor 4 h before it was concentrated by rotary evaporation at35 C. The resulting trifluoroacetic acid salt of the deprotectedamine was dissolved in absolute ethanol (20 mL) and stirred withAmberlyst A-21 free base resin (4 g) at room temperature for 10 h.The heterogeneous reaction mixture was filtered and washed withmethanol (50 mL x 4) until the chromophorewas no longer evidentin the drippingwash by TLC. The filtratewas concentrated by rotaryevaporation and purified using 15% ammonia-saturated methanol/dichloromethane as the eluent to provide product D as a lightbrown solid in 58% yield (0.231 g, 1.30 mmol) from 16. m.p.145e146 C; 1H NMR (DMSO-d6, 500 MHz): d 8.03 (1H, s), 7.14 (1H,d, J 3.4 Hz), 6.90 (2H, br, s), 6.50 (1H, d, J 3.4 Hz), 4.07 (2H, t,J 6.6 Hz), 2.86 (2H, t, J 6.6 Hz), 1.57 (2H, br, s); 13C NMR(DMSO-d6, 125 MHz): d 157.37, 151.40, 149.55, 124.38, 102.35, 98.07,47.16, 41.99; HRMS: m/z calcd for C8H11N5,177.1014; found 177.1010.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1500-85-2, 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gibbons, Garrett S.; Chakraborty, Amarraj; Grigsby, Sierrah M.; Umeano, Afoma C.; Liao, Chenzhong; Moukha-Chafiq, Omar; Pathak, Vibha; Mathew, Bini; Lee, Young-Tae; Dou, Yali; Schuerer, Stephan C.; Reynolds, Robert C.; Snowden, Timothy S.; Nikolovska-Coleska, Zaneta; European Journal of Medicinal Chemistry; vol. 189; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about 1004-38-2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1004-38-2, its application will become more common.

Electric Literature of 1004-38-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1004-38-2 as follows.

General procedure: To a 10 ml of ethanol-H2O mixed solution containing H2NPA(0.20 mmol) and TAPI (0.10 mmol) was stirred for half an hourcontinually. The resulting clear solution was evaporated at20e25 C, and an irregular, colorless bulk crystal was obtained afterseven days. The resulting crystals were filtered and dried afterrinsed with ethanol-H2O mixed solution. Yield: 70%. Analysiscalculated for C12H14N6O7: C, 40.64; H, 3.95; N, 23.71%. Found: C,40.35; H, 4.00; N, 23.51%. Infrared spectrum (KBr disc, cm1):3441s, 3409s, 3208m, 3082m, 2416w, 1679s, 1651s, 1607s, 1569s,1538s, 1454m, 1431m, 1413m, 1351s, 1261m, 1155m, 1133w, 1077w,972w, 912m, 843w, 830m, 810m, 782s, 763m, 705s, 661w, 587m,532s.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1004-38-2, its application will become more common.

Reference:
Article; Xing, Peiqi; Li, Qingyun; Li, Yingying; Wang, Kunpeng; Zhang, Qi; Wang, Lei; Journal of Molecular Structure; vol. 1136; (2017); p. 59 – 68;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The important role of 2,4-Dichloropyrimidine

According to the analysis of related databases, 3934-20-1, the application of this compound in the production field has become more and more popular.

Electric Literature of 3934-20-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a stirred solution of 2,4-dichloropyrimidine in EtOH was added a solution of the corresponding amine (1.2 equiv) in EtOH. After stirring for 12 h at the same temperature, the reaction mixture was concentrated in vacuo. The residue was quenched with H2O and then extracted with EtOAc. The combined organic layers were dried over MgSO4 and then concentrated in vacuo. The residue was purified by flash column chromatography on silica gel.

According to the analysis of related databases, 3934-20-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jo, Jeyun; Kim, Sou Hyun; Kim, Heegyu; Jeong, Myeonggyo; Kwak, Jae-Hwan; Taek Han, Young; Jeong, Jee-Yeong; Jung, Young-Suk; Yun, Hwayoung; Bioorganic and Medicinal Chemistry Letters; vol. 29; 1; (2019); p. 62 – 65;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Brief introduction of 7504-94-1

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 7504-94-1, 2-Hydrazinylpyrimidine, other downstream synthetic routes, hurry up and to see.

Related Products of 7504-94-1, Adding some certain compound to certain chemical reactions, such as: 7504-94-1, name is 2-Hydrazinylpyrimidine,molecular formula is C4H6N4, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7504-94-1.

After adding 94 mg of potassium carbonate and 0.043 ml of 1-bromo-2-methoxyethane to a 1 ml DMF solution containing 100 mg of {2-(3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester (Example (4c)), the mixture was stirred at room temperature for 24 hours and 50 minutes. Water was added to the reaction mixture and extraction was performed with ethyl acetate. The organic layer was washed with water and then dried through PRESEP. The filtrate was concentrated to give 114 mg of a crude product. Next, 25 mg of 2-hydrazinopyrimidine and 0.031 ml of triethylamine were added to a 1 ml DMF solution containing 114 mg of the obtained crude product, and the mixture was stirred at 85 C. for 14 hours under a nitrogen atmosphere. The reaction mixture was concentrated, and the residue was dissolved in 0.8 ml of methanol, 0.8 ml of THF and 0.05 ml of acetic acid. Next, 100 mg of sodium cyanotrihydroborate was added to the solution and the mixture was stirred at room temperature for 6 hours. The reaction mixture was crudely purified by reverse-phase high performance liquid chromatography (acetonitrile-water, 0.1% acetic acid) to give a crude product. To a solution of the obtained crude product in 3 ml of a methanol:water:acetic acid=1:1:1 mixed solvent there was added 100 mg of iron powder, and the mixture was stirred at 60 C. for 11 hours under a nitrogen atmosphere. After filtering the reaction mixture, it was purified by reverse-phase high performance liquid chromatography (acetonitrile-water, 0.1% acetic acid) to give the title compound (17.93 mg) as a white solid. 1H-NMR (CD3OD) delta 1.93 (s, 3H) 3.38 (s, 3H) 3.64-3.72 (m, 2H) 3.75 (s, 3H) 4.01-4.12 (m, 2H) 5.61 (s, 1H) 6.45 (t, J=2.0 Hz, 1H) 6.74 (d, J=2.0 Hz, 2H) 6.86 (d, J=8.8 Hz, 2H) 7.33 (t, J=4.8 Hz, 1H) 7.60 (d, J=8.8 Hz, 2H) 8.78 (d, J=4.8 Hz, 2H) Mass spectrum (ESI) m/z: 491 (M+H)+

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 7504-94-1, 2-Hydrazinylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2008/15199; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some tips on 51421-99-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51421-99-9, 4-Chloro-2-methoxypyrimidine, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.51421-99-9, name is 4-Chloro-2-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.559, as common compound, the synthetic route is as follows.name: 4-Chloro-2-methoxypyrimidine

Palladium(II)acetate (4.2 mg, 0.019 mmol) was added to a stirred suspension of 2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one (150 mg, 0.62 mmol), 4-chloro-2-methoxy-pyrimidine (107.9 mg, 0.75 mmol), Cs2CO3 (283.6 mg, 0.87 mmol) and 2-dicyclohexylphosphino-2′,4′,6′-triiso-propyl-1,1′-biphenyl (26.7 mg, 0.056 mmol) in 1,4-dioxane (2 mL) under nitrogen and in a sealed tube. The mixture was stirred at 100 C. for 3 days and at 140 C. for 15 minutes under microwave irradiation. The solvent was evaporated in vacuo and the crude product was purified by flash column chromatography (silica; AcOEt in DCM with a gradient of 0/100 to 100/0). The desired fractions were collected and the solvents evaporated in vacuo. The product was triturated with diethyl ether to yield 6-(2-methoxy-pyrimidin-4-yl)-2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one (43 mg, 20% yield) as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 4.09 (s, 3H), 5.18 (d, J=0.9 Hz, 2H), 6.77 (dd, J=8.2, 0.6 Hz, 1H), 6.95-7.06 (m, 3H), 7.27-7.36 (m, 2H), 7.85 (d, J=0.7 Hz, 1H), 7.91 (d, J=5.5 Hz, 1H), 8.24 (d, J=8.1 Hz, 1H), 8.65 (d, J=5.5 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51421-99-9, 4-Chloro-2-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Conn, P. Jeffrey; Lindsley, Craig W.; Stauffer, Shaun R.; Bartolome-Nebreda, Jose Manuel; MacDonald, Gregor James; Conde-Ceide, Susana; Jones, Carrie K.; Luz Martin-Martin, Maria; Tong, Han Min; US2013/245043; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia