Day: August 17, 2021

Related Products of 3993-78-0, 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. 3993-78-0, name is 2-Amino-4-chloropyrimidine, molecular formula is C4H4ClN3, 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.

A light yellow suspension of 4-chloropyrimidin-2-amine (5.01 g, 38.7 mmol), pyrrolidine (2.50 g, 2.91 ml, 35.2 mmol) and potassium carbonate (9.72 g, 70.3 mmol) in N-methyl-2- pyrrolidinone (15.0 mL) was stirred under argon at 120 C for 2 h and at room temperature overnight. The reaction mixture was cooled to room temperature and was poured into NaOH (1 M, 200 mL) and ice. The aqueous layer was extracted with ethyl acetate (200 mL) whereof part of the product precipitated in the water phase. The precipitate was filtered, washed water, triturated with dichloromethane and dried to obtain 3.1 g product as white solid. The separated ethyl acetate phase was dried over MgS04, filtered and concentrated in vacuum. The resulting light yellow solid was triturated with dichloromethane and dried to obtain 1.1 g product as white solid. The aqueous phase was extracted with dichloromethane (3 x 100 mL), dried over MgS04, filtered and concentrated in vacuum. The resulting light yellow solid was triturated with dichloromethane to obtain another 0.52 g product as white solid. The dichloromethane layers were combined, concentrated in vacuum and the product was purified by flash chromatography (using silica gel and a dichloromethane/methanol/ammonia gradient) to yield another 0.46 g product as light yellow. In total 5.18 g (89.7 ) of a light yellow solid were obtained. MS: m/z = 165.3 (M+H)+

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 3993-78-0, 2-Amino-4-chloropyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GOBBI, Luca; KNUST, Henner; KOERNER, Matthias; MURI, Dieter; WO2014/187762; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 36847-10-6, 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 36847-10-6, name is 4,6-Dibromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

4,6-dibromopyrimidine (300 mg) and 1-cyclopropylmethanamine (130 p1) were stirred in dioxane 1,4-dioxane (6.0 ml) for 2h at 110?C. The mixture was then concentrated under reduced pressure. The crude was solubilised in DCM and water was added. The aqueous phase was extracted two times with EtOAc. The organic phase was dried (silicone filter) andconcentrated under reduced pressure. The crude was used without further purification.LC-MS (Method 2): Rt 0.99 mm; MS (ESIpos): mlz = 228 [M+H]

According to the analysis of related databases, 36847-10-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 72411-89-3, Adding some certain compound to certain chemical reactions, such as: 72411-89-3, name is 4-Methoxypyrimidine-5-carboxylic acid,molecular formula is C6H6N2O3, 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 72411-89-3.

Step A: Preparation of N,4-dimethoxy-N-methylpyrimidine-5-carboxamide. [00254] In a 500 mL single-neck flask equipped with a stir bar, 4-methoxypyrimidine-5- carboxylic acid (8.0 g, 33.2 mmol) and N,0-dimethylhydroxylamine hydrochloride (4.30 g, 43.2 mmol) were stirred in DCM (166 ml). DMAP (6.15 g, 49.8 mmol) and EDC hydrochloride (7.72 g, 39.9 mmol) were added. The mixture was stirred at 18 °C for 64 h, then silica (-50 g) was added to the reaction mixture. The yellow suspension was concentrated then loaded onto silica (-100 g). Chromatographed through a silica column (80 g) using EtOAc. The product fractions were concentrated to provide 2.4 g (36percent) of the title compound a colorless oil which was used without further purification. 1H NMR (400 MHz, CDC13) delta 8.81 (s, 1H), 8.48 (s, 1H), 4.05 (d, J = 0.7 Hz, 3H), 3.55 (s, 3H), 3.35 (s, 3H).

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. 72411-89-3, 4-Methoxypyrimidine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; LOSO, Michael R.; GUSTAFSON, Gary D.; KUBOTA, Asako; YAP, Maurice C.; BUCHAN, Zachary A.; STEWARD, Kimberly M.; SULLENBERGER, Michael T.; HOEKSTRA, William J.; YATES, Christopher M.; WO2015/160665; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 175791-49-8, 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. 175791-49-8, name is 5-Bromo-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4BrN3, 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.

To dried tetrahydrofuran (20 mL) was added 5-bromo-7H-pyrrolo[2,3-d]pyrimidine (1.00 g, 5.05 mmol) . Sodium hydride (404 mg, 10.10 mmol, 60mass) was added to the solution at 0, and the resulting mixture was stirred at 0 for 30 min. Then p-toluenesulfonyl chloride (1.16 g, 6.06 mmol) was added to the mixture, and the mixture was warmed to rt and stirred overnight. The reaction was quenched with water (100 mL) , and the aqueous layer was extracted with ethyl acetate (100 mL × 3) . The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dry and the residue was purified by silica gel column chromatography (n-hexane/EtOAc (v/v) 5/1) to give the title compound as a yellow solid (1.40 g, 79 %) . MS (ESI, pos. ion) m/z: 351.9 [M+H]+ 1H NMR (400 MHz, CDCl3) delta (ppm) : 9.08 (s, 1H) , 8.92 (s, 1H) , 8.12 (d, J 8.3 Hz, 2H) , 7.80 (s, 1H) , 7.35 (d, J 8.1 Hz, 2H) , 2.43 (s, 3H) .

According to the analysis of related databases, 175791-49-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (161 pag.)WO2018/41091; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 14080-59-2, 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 14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Compound 208d: 3-[2-(Thieno[2,3-d]pyrimidin-4-ylamino)-phenoxy]- pyrrolidine-1-carboxylic acid tert-butyl ester: A suspension of 3-(2-nitro-phenoxy)-pyrrolidine-1-carboxylic acid tert-butyl ester (1.0g, 3.6 mmol, 1.0 eq), 4-chloro-thieno[2,3d]pyrimidine (0.61 g, 3.6 mmol, 1.0 eq) and DIPEA (0.74 g, 5.76 mmol, 1 ,6 eq) in IPA (8 ml) was heated at 1200C for 5 days. The reaction was allowed to cool to room temperature and the solvent removed in vacuo. The resultant residue was purified by column chromatography using ethyl acetate/ cyclohexane [1 :1] as eluent to give the title compound (0.64 g, 1.56 mmol, 43%). 1H NMR indicates desired compound in ca. 95% purity.

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 14080-59-2, 4-Chlorothieno[2,3-d]pyrimidine.

Reference:
Patent; DEVELOGEN AKTIENGESELLSCHAFT; WO2006/136402; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5305-40-8 ,Some common heterocyclic compound, 5305-40-8, molecular formula is C5H2Cl2N2O, 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.

Hydrazine hydrate (2.0 ml, 41 mmol) was slowly added to a solution of 4,6- dichloropyrimidine-5-carbaldehyde (7.2 g, 41 mmol) in MeOH (150 ml) -60 0C (nitromethane-dry ice bath) followed by triethylamine (6.8 mL, 49 mmol). The mixture was allowed to warm to rt and stirred for 2 h. MeOH was removed in vacuo and water (150 mL) was added. The mixture was extracted with EtOAc (3 x 80 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, and filtered through a glass funnel. Removal of solvent gave 4-chloro-lH-pyrazolo[3,4-d]pyrimidine (4.45 g, 71%). MS (ESI, pos. ion) m/z: 155 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5305-40-8, its application will become more common.

Reference:
Patent; AMGEN INC.; WO2008/153947; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5018-38-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine. A new synthetic method of this compound is introduced below.

HPLC/MS: rt=1.3 min Synthesis of 6-[4-(1,2,3,4-tetrahydro-1,8-naphthyridin-7-yl)-1-piperidinyl]-5-methoxy-4-chloro-pyrimidine: 2.2 g (12.3 mmoles) of 4,6-dichloro-5-methoxy-pyrimidine solubilized in 25 ml of dimethylacetamide and 3640 mul of diisopropylethylamine are added into a single-necked flask containing 800 mg (3.68 mmoles) of 4-(1,2,3,4-tetrahydro-1,8-naphthyridin-7-yl)-1-piperidine released from its salt. This mixture is heated at 130 C. for 2 hours then concentrated to dryness under vacuum. The residue obtained is taken up in a mixture of water, ethyl acetate and a saturated solution of sodium bicarbonate. The organic phase is separated and the aqueous phase reextracted with ethyl acetate. The combined organic phases are dried over magnesium sulphate then the solvent is evaporated off under vacuum. The residue is chromatographed on alumina eluding with a mixture of cyclohexane and acetate (80-20). 900 mg (Yield=68%) of expected product is obtained in the form of a yellow powder. Preparation of the naphthyridine in free amine form: 2.4 g of naphthyridine is displaced from its salt by 6 mass equivalents of basic amberlyst A21 resin (resin of R-NMe2 type) in a CH2Cl2/MeOH/AcOEt mixture 1/1/1 under stirring for 30 minutes. The resin is washed beforehand and left to swell for 20 minutes in this solvent mixture. This operation must be repeated 3 times for the displacement of the salt to be complete. After filtration of the resin and evaporation of the solvents, 800 mg (3.68 mmoles) of free naphthyridine is obtained. (Yield=88%). TLC: Rf0.4 [alumina, eluent: ethyl acetate cyclohexane (30-70)]1H-NMR (MeOD): ? 1.75 to 1.95 (m, 6H, NH-CH2-CH2-CH2, N-CH2-CH2-CH-CH2); 2.70 (t, 1H, CH2-CH-CH2); 2.8 (m, 2H, NH-CH2-CH2-CH2); 3.15 and 3.75 (2m, 4H, CH2-CH2-N-CH2-CH2); 3.75 (s, CH3-O); 6.4 and 7.15 (2d, 2H, CH?CH naphthyridine); 8.1 (s, 1H, N?CH-N).HPLC/MS: (rt=0.53 min and 2.56 min): 359(M); 360(MH+); 361 (M+2H++).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Ruxer, Jean-Marie; Lefrancois, Jean Michel; Heckmann, Bertrand; US2006/52398; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14080-59-2, 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.14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine, molecular formula is C6H3ClN2S, molecular weight is 170.62, as common compound, the synthetic route is as follows.

General procedure: alpha,beta-unsaturated tosylhydrazones 1 (0.11 mmol, 1.1 equiv), heteroaryl chlorides 2 (0.1 mmol, 1 equiv), Cs2CO3 (0.25 mmol, 2.5 equiv) and MeCN (1 mL) were added to a tube. The mixture was stirred at 60 C until the heteroaryl chlorides was completely disappeared for 4-8h. After cooling to room temperature, the mixture was quenched with NH4Cl (2 mL, saturated aqueous solution) and extracted with CH2Cl2 (3 × 2 mL). The combined organic phases were dried over Na2SO4 and solvents removed in vacuo. The residue was purified by flash column chromatography on silica gel with ethyl acetate/petroleum ether (1:10-1:4, V/V) as the eluent, affording the desired product 3 and 4.

Statistics shows that 14080-59-2 is playing an increasingly important role. we look forward to future research findings about 4-Chlorothieno[2,3-d]pyrimidine.

Reference:
Article; Zeng, Lin; Guo, Xiao-Qiang; Yang, Zai-Jun; Gan, Ya; Chen, Lian-Mei; Kang, Tai-Ran; Tetrahedron Letters; vol. 60; 33; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1146629-75-5, name is (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate. This compound has unique chemical properties. The synthetic route is as follows. name: (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate

6-(2-methyl-5-nitrophenyl)-1H-indole (1 g, 4.2 mmol) was dissolved in 1,4-dioxane solution (28 mL). (4-chloro-7H-pyrrolo[2,3-d]pyrimidine-7-yl)methyl pivalate (1.35 g, 5.04 mmol) and potassium carbonate (1.74 g, 12.6 mmol) were added, and then a nitrogen gas was injected for 5 minutes to remove the gas included in the mixture solution. Then, the reaction vessel was placed in an oil bath heated to 120 C., and Pd(OAc)2 (95 mg, 0.42 mmol) and Xantphos (365 mg, 0.63 mmol) were added and stirred for 2 hours. After the reaction was completed, it was extracted with ethyl acetate and water. The collected organic layers were dried over anhydrous sodium sulfate and concentrated. The residue was purified by MPLC to obtain the target compound (3.53 g, 72%) as a yellow solid. 1H NMR (400 MHz, CDCl3-d6) delta 8.84 (s, 1H), 8.56 (s, 1H), 8.20 (d, J=2.4 Hz, 1H), 8.11 (dd, J=2.4 Hz, 8.4 Hz, 1H), 7.95 (d, J=3.6 Hz, 1H), 7.73 (d, J=8.0 Hz, 1H), 7.51 (d, J=4.0 Hz, 1H), 7.43 (d, J=8.4 Hz, 1H), 7.21 (dd, J=1.6 Hz, 8.0 Hz, 1H), 6.87 (d, J=3.6 Hz, 1H), 6.79 (d, J=4.0 Hz, 1H), 6.28 (s, 2H), 2.42 (s, 3H), 1.17 (s, 9H)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1146629-75-5, (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate.

Reference:
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; SIM, Tae Bo; YOON, Ho Jong; HUR, Woo Young; NAM, Yun Ju; CHOI, Hwan Geun; (17 pag.)US2018/50036; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 145783-15-9, 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.145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, molecular formula is C7H9Cl2N3S, molecular weight is 238.14, as common compound, the synthetic route is as follows.

4,6-Dichloro-2-(propylthio)pyrimidin-5-amine (0.5 g, 2.1 mmol) was dissolved in methanol (2 mL) and supplemented with sec-butylamine (460.0 mg, 6.3 mmol). The reaction mixture was introduced in a sealed vessel and heated at 100C for 90 min. After concentration of the reaction mixture to dryness under vacuum, the residue was purified by silica gel column chromatography.Yield: 81%.Melting point: liquid.*H NMR (DMSO -d6) d 0.87 (t, J=7.4 Hz, 3H, NHCH(CH3)CH2C/ ,), 0.95 (t, J=7.3 Hz, 3H, SCH2CH2CH3), 1.15 (d, J=6.6 Hz, 3H, NHCH(C/ ,)CH2CH3), 1.53 (m, 2H, NHCH(CH3)CH2CH3), 1.64 (h, J=7.3 Hz, 2H, SCH2CH2CH3), 2.93 (t, J=7.2 Hz, 2H, SCH2CH2CH3), 4.01 (hept, J=6.6 Hz, 1H,NHCH(CH3)CH2CH3), 4.81 (s, 2H, NH2), 6.64 (d, J=7.5 Hz, 1H, NHCH(CH3)CH2CH3).13C NMR (DMSO -d6) d 10.5 (NHCH(CH3)CH2CH3), 13.3 (SCH2CH2CH3), 19.8 (NHCH(CH3)CH2CH3), 22.8 (SCH2CH2CH3), 28.6 (NHCH(CH3)CH2CH3), 32.1 (SCH2CH2CH3), 47.9 (NHCH(CH3)CH2CH3), 119.7 (C-5), 137.3 (C-6), 152.0 (C-4), 155.0 (C-2)

Statistics shows that 145783-15-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine.

Reference:
Patent; UNIVERSITE DE LIEGE; LANCELLOTTI, Patrizio; OURY, Cecile; PIROTTE, Bernard; (140 pag.)WO2019/158655; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia