Day: March 5, 2021

Synthetic Route of 1753-50-0, 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. 1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile, molecular formula is C5H2ClN3, 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 a stirred solution of compound JG (0.8 g, 3.07 mmol) in EtOH (15 mL) was added DIPEA (1.6 mL, 9.23 mmol) followed by 2-chloropyrimidine-5-carbonitrile (5, 0.51 g, 3.69 mmol) and the reaction mixture was stirred at 90C for 8 h. The progress of reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using 30% EtOAc/hexane to afford compound JH (0.7 g, 63.0%) as an off white solid. 1H NMR (400 MHz, DMSO-d6): _ 8.53 (brs, 1H), 8.47 (brs, 1H), 7.90 (d, / = 8.0 Hz, 1H), 7.55 (t, J = 7.4 Hz, 1H), 7.48-7.37 (m, 4H), 7.12 (t, 7 = 8.8 Hz, 2H), 5.44-5.40 (m, 1H), 3.41-3.35 (m, 1H), 3.28-3.22 (m, 1H); LC-MS: mJz 364.10 [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 1753-50-0, 2-Chloropyrimidine-5-carbonitrile.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 18592-13-7, 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, 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, Quality Control of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. Quality Control of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione

Synthesis of 5-chloro-6-(chloromethyl)- l,2,3,4-tetrahydropyrimidine-2,4-dione: Into a 1- L round-bottom flask, was placed 6-(chloromethyl)- l,2,3,4-tetrahydropyrimidine-2,4-dione (15 g, 93.42 mmol, 1 equiv), acetic acid (225 mL), acetyl acetate (15 mL). The resulting solution was stirred for 30 min at 80 C in an oil bath. Then NCS (16.2 g, 121.32 mmol, 1.30 equiv) was added at 60 C. The resulting solution was stirred for 3h at 60 C in an oil bath. The reaction was then quenched by the addition of 500 mL of water/ice. The solids were collected by filtration. The solid was dried in an oven under reduced pressure. This resulted in 10.1 g of 5- chloro-6-(chloromethyl)- l,2,3,4-tetrahydropyrimidine-2,4-dione as an off-white solid. LC-MS- BLV-CY-202- 1 : (ES, m/z): 195[M+H]+. H-NMR- BLV-CY-202- 1 : (300 MHz, OMSO, ppm): delta 11.71 (s, 1H), 11.56 (s, 1H), 4.47 (s, 2H).

The synthetic route of 18592-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BLUEVALLEY PHARMACEUTICAL LLC; LI, Xiang; (99 pag.)WO2019/50889; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 165807-05-6, name is 4-Dimethoxymethylpyrimidin-2-ylamine, molecular formula is C7H11N3O2, 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: C7H11N3O2

Procedure I: Intermediate 9 (1-9) – 2-Aminopyrimidine-4-carboxaldehyde.; [0095] A solution of 2.5 g (15 mmol, 1.0 eq.) of 2-aminopyrimidine-4- carboxaldehyde dimethylacetal (1-8) in 16 mL (48 mmol, 3.2 eq.) of 3M HCl was heated at 48 0C for 14 h. The mixture was allowed to cool to room temperature and diluted with 50 mL of EtOAc. The aqueous layer was neutralized with NaHCCb and then extracted with EtOAc (5 x 50 mL). The combined organic extracts were dried (Na2SO^ and the solvent removed in vacuo to provide 0.69 g (5.6 mmol, 37percent) of 2- aminopyrimidine-4-carboxaldehyde (1-9) as a yellow solid.

With the rapid development of chemical substances, we look forward to future research findings about 165807-05-6.

Reference:
Patent; PHARMACOPEIA, INC.; WO2007/104053; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 823-89-2, 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.823-89-2, name is 5-Bromo-2-hydrazinopyrimidine, molecular formula is C4H5BrN4, molecular weight is 189.01, as common compound, the synthetic route is as follows.

A mixture of A-68 (500.00 mg, 2.65 mmol) in CH(OEt)3 (882.54 _1_, 5.30 mmol) was stirred at 120 C for 16 hours The mixture was diluted with EtOH (5 mL) and the solid formed was collected by filtration, washed with EtOH (5 mL x 3) and dried in oven to afford A-71 (400.00 mg, 1.99 mmol) as a solid. H NMR (400MHz, CDC13) _ = 8.81 (s, 1H), 8.68 (d, 1H), 8.62 (d, 1H). LCMS R, = 0.15 min using Method B, MS ESI calcd. for C5H4BrN4 [M+H+2]+ 201.0, found 200.9

Statistics shows that 823-89-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-hydrazinopyrimidine.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 10397-13-4, 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 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of (S)-3-methylmorpholine (194 mg, 1.32 mmol, 1.5 eq.), i26 (300 mg, 1 .28 mmol, 1 .0 eq.) and A/,/V-diisopropylethylamine (3.0 eq.) in DMF (17 volumes) is heated for 16 hours (130 C). Then, the solvent is removed under reduced pressure. The residue is dissolved in dichloromethane (100 volumes) and washed with saturated aqueous sodium bisulfate (3 x 100 volumes). The organic layer is dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude mixture is purified by flash chromatography (Si02, cyclohexane/ethyl acetate 5:1 ) to afford the title compound i30 as a colorless solid (257 mg, 67%). 1H NMR (400 MHz, CDCI3): delta 5.84 (s, 1 H), 4.18 (m, 1 H), 3.94 (m, 2 H), 3.71 (m, 10 H), 3.53, (dt, 2JH,H = 12.0 Hz, 3JH,H = 3.1 Hz, 1 H), 3.20 (dt, 2JH,H = 12.8 Hz, 3JH,H = 3.8 Hz, 1 H), 1 .27 (d, 3JH,H = 6.8 Hz, 3 H); MS (MALDI): m/z = 298.4 ([M]+). -(4-chloro-6-morpholino-1 ,3,5-triazin-2-yl)morpholin-3-one (31 )

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 10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine.

Reference:
Patent; PIQUR THERAPEUTICS AG; UNIVERSITAeT BASEL; CMILJANOVIC, Vladimir; HEBEISEN, Paul; BEAUFILS, Florent; BOHNACKER, Thomas; RAGEOT, Denise; SELE, Alexander; WYMANN, Matthias; LANGLOIS, Jean-Baptiste; (217 pag.)WO2016/75130; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 53112-28-0, Adding some certain compound to certain chemical reactions, such as: 53112-28-0, name is 4,6-Dimethyl-N-phenyl-2-pyrimidinamine,molecular formula is C12H13N3, 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 53112-28-0.

EXAMPLE 3 2-Anilino-4,6-dimethylpyrimidine (10 g) was added to formic-acetic anhydride (prepared from formic acid (5 ml) and acetic anydride (12 ml)) and the mixture heated gently to 40 to give a clear solution. After standing for 4 days, a crystalline solid separated and toluene was added to give a clear solution again. The mixture was evaporated to dryness, more toluene added and reevaporated. The product was recrystallized from ethyl acetate/light petroleum to give N-(4,6-dimethylpyrimidin-2-yl)-formanilide, m.p. 134-5. (Compound 3).

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. 53112-28-0, 4,6-Dimethyl-N-phenyl-2-pyrimidinamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Agrochemicals Ltd.; US4783459; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 10244-24-3, 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. 10244-24-3, name is 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine. A new synthetic method of this compound is introduced below.

A reactor was charged with N-(5-bromo-4-(trifl uoromethyl)pyrid in-2-yl )acetamide (1 .405 m mol)and tetrahydrofuran (2 mL). The mixture was sitrred for 10 minutes. The mixture was cooled to0 C within 30 minutes. lsopropylmagnesiumcloride lithium chloride 1 .3M in THF (ml, 1.405mmol) was continuously added within a time period of 1 hour at 0 C. An additional 1.5 equivalents of isopropylmagnesiumcloride lithium chloride 1 .3M in THF (4.788 ml, 2.107 mmol) was continuously added within a time period of 1 .5 hours at 0 C. The product was the dianion of N-(5-bromo-4-(trifluoromethyl)pyridin-2-yl)acetamide, as determined by HPLC and LCMS.The compound 4,4?-(6-chloropyrimidine-2,4-diyl)dimorpholine (0.40g, 1.405 mmol), 1,1?- Bis(diphenylphosphino)ferrocene (0.040g, 0.070 mmol) and Palladium acetate (0.016g, 0.070 mmol) and 2 mL of tetrahydrofuran were placed in an inertized reactor. The reactor is evacuated to 100 mbar and flushed with nitrogen two times. lsopropylmagnesiumcloride lithium chloride 1 .3M in THF (1.405 mmol) was added at 30 C followed by an equivalent amount of the dianion of N-(5-bromo-4-(trifluoromethyl)pyridin-2-yl)acetamide (1.405 mmol) and 1- iodoadamantane (0.41 3g, 1 .405 mmol). The suspension was stirred for 0.5 hours. The product was N-(5-(2,6-dimorpholinopyrimidin-4-yl)-4-(trifluoromethyl)pyridin-2-yl)acetamide as determined by HPLC and LCMS.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10244-24-3, 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; FLUBACHER, Dietmar; BIERI, Nicole; ACEMOGLU, Murat; MICHEL, Pascal; MOSE, Rasmus; STETTLER, Hans; TESTA, Maria Caterina; BROZIO, Joerg; SCHAEFER, Frank; WO2014/64058; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4562-27-0 ,Some common heterocyclic compound, 4562-27-0, molecular formula is C4H4N2O, 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 solution of bromine (1.0 mL, 20 mmol) in glacial acetic acid (10 mL) was added over 15 min via cannula to a solution of 4-pyrimidone (1.9 g, 20 mmol) in glacial acetic acid (20 mL). After stirring for 5 h, the mixture was filtered and the cake was washed with hexane (2 x 20 mL) to furnish the title compound as a white solid (1.52 g).

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. 4562-27-0, Pyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; McDONALD, Edward; BLAGG, Julian; PICHOWICZ, Mark; CRUMPLER, Simon Ross; WO2010/41054; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 10070-92-5, 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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a 10-mL round-bottom flask containing crude amine 21 (1 eq., 0.834 mmol, 248 mg) was added 5-formylpyrimidine (2.1 eq., 1.75 mmol, 189 mg), Na(OAc)3BH (2.5 eq., 2.09 mmol, 442 mg) and a stir bar. The flask was sealed with a rubber septum, evacuated under high vacuum, and backfilled with argon. The contents were suspended in anhydrous 1 ,2-dichloroethane (5 mL), and the reaction was stirred vigorously at room temperature overnight. The reaction mixture was quenched with 1 M disodium citrate (1 mL) for ~ 15 minutes, followed by extraction with dichloromethane (3 x 10 mL). The combined organic layers were dried over Na2S04, filtered, and concentrated to an amber-colored oil. The oily residue was purified by column chromatography (silica gel) using 7:3 acetone:DCM as the eluent. The pure column product (pale yellow oil) was crystallized by the addition of MTBE, followed by recrystallization from boiling MTBExyclohexane to afford 4a as an off-white solid. Yield: 54 mg (0.112 mmol, 13%). FontWeight=”Bold” FontSize=”10″ H NMR (CDCb, 400 MHz) delta 3.82 (s, 4H), 3.84 (s, 2H), 3.86 (s, 3H), 6.97 (d, J= 8.8 Hz, 2H), 7.30 (dd, J= 7.7, 0.8 Hz, 1H), 7.60 (d, J= 8.8 Hz, 2H), 7.79 (t, J = 7.8 Hz, 1H), 7.99 (s, 1H), 8.09 (dd, J= 7.8, 0.8 Hz, 1H), 8.82 (s, 4H), 9.17 (s, 2H). 13C NMR (CDCb, 100 MHz) delta 53.1, 55.4, 58.1, 114.6, 118.1, 123.5, 124.0, 128.1, 131.7, 137.7, 138.7, 141.8, 151.3, 157.6, 158.1, 160.0, 166.8. EI-MS m/z 481 ([M]+, 3%), 282 (100%,). EI- HRMS m/z calc’d for C26H23N7OS 481.1685, found 481.1676.

According to the analysis of related databases, 10070-92-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; FAHRNI, Christoph J.; MCCALLUM, Adam M.; MORGAN, Michael Thomas; (109 pag.)WO2018/231843; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 18740-39-1, 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.18740-39-1, name is 2,4-Dichlorothieno[2,3-d]pyrimidine, molecular formula is C6H2Cl2N2S, molecular weight is 205.0645, as common compound, the synthetic route is as follows.

Weighing 4-hydroxy-3,5-dimethylbenzaldehyde (4.02 g, 26.7 mmol) and potassium carbonate (5.04 g, 36.6 mmol) in 150 mL of N,N-dimethylformamide (DMF), Stir at room temperature for 15 minutes.Then, 2,4-dichlorothieno[2,3-d]pyrimidine (5.0 g, 24.4 mmol) was added and the mixture was stirred at room temperature for 1 h (TLC detection reaction was completed).At this time, a large amount of white solid was formed, and 250 mL of ice water was slowly added thereto, filtered, and dried in a vacuum drying oven.It is then recrystallized from chloroform to give the compound 4-((2-chlorothieno[2,3-d]pyrimidin-4-yl)oxy)-3,5-dimethylbenzaldehyde 14 as a white solid.The yield was 92.7percent.

Statistics shows that 18740-39-1 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichlorothieno[2,3-d]pyrimidine.

Reference:
Patent; Shandong University; Liu Xinyong; Kang Dongwei; Zhan Peng; (25 pag.)CN108440559; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia