Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 35808-68-5, 4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine, 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, 35808-68-5, blongs to pyrimidines compound. Application In Synthesis of 4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

Step 4. To the solution of 4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (1.0 g, 5.97 mmol,1.0 eq) and (S)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (1.32 g, 6.57 mmol,1.1 eq) and PPh3 (3.03 g, 11.94 mmol, 2.0 eq) in THF (50 mL), DIEA (2.08 g, 11.94 mmol,2.0 eq) was added at 00 C. The resulted mixture was stirred and warmed to RT for 12 h.Solvent was removed and purified by column chromatography (eluting with 10 % EtOAc in PE) to afford (S)-tert-butyl 2-((4-chloro-6-methyl-7H-pyrrolo [2,3-d]pyrimidin-7-yl)methyl)pyrrolidine-1-carboxylate as a white solid (2.08 g, 100 % in yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,35808-68-5, its application will become more common.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; BABLER, Martin; GERRITSEN, Mary E.; WO2014/22569; (2014); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, the common compound, a new synthetic route is introduced below. Quality Control of 2,5-Diamino-4,6-dichloropyrimidine

Amino derivative 30 (1.05 g, 5.24 mmol), 2,5-diamino-4,6-dichloropyrimidine 17 (1.03 g, 5.76 mmol), and triethylamine (3.1 ml, 22.53 mmol) were suspended in n-butanol (55 ml) and heated to 140 C in a pressure vessel over 48 h. After the reaction was completed, the solvent was evaporated and the residue chromatographed on a silica gel using a linear gradient of ethyl acetate in toluene. The product was obtained in a 56% yield (1.00 g, 2.92 mmol) as a dark orange foam.numax (KBr) 3493 (s), 3405 (s), 3213 (m), 2975 (m), 2934 (m), 2858 (w), 1688 (s), 1617 (s), 1571 (vs), 1502 (m), 1467 (s), 1430 (s), 1442 (s), 1392 (m), 1366 (m), 1308 (w), 1265 (m), 1242 (m), 1174 (m), 1153 (s), 860 (w), 773 (w); deltaH (DMSO, 499.8 MHz, 80 C) 6.06 (1H, br d, JNH-3 7.4 Hz, NH), 3.92 (1H, m, H-3), 5.35 (2H, br s, NH2), 3.82 (1H, m, H-2eq), 3.77 (2H, br s, NH2), 3.63 (1H, m, H-6eq), 2.94-3.01 (2H, m, H-2ax, H-6ax), 1.94 (1H, m, H-4eq), 1.75 (1H, m, H-5eq), 1.51 (1H, m, H-4ax), 1.42 (1H, m, H-5ax), 1.38 (9H, s, (CH3)3); deltaC (DMSO, 125.7 MHz, 80 C) 78.4 (C(CH3)3), 47.7 (C-2), 46.2 (C-3), 43.2 (C-6), 29.6 (C-4), 27.8 (C(CH3)3), 22.9 (C-5); HRMS (ESI) C14H24O2N6Cl (M+H)+ calcd 343.1644, found 343.1645.

The synthetic route of 55583-59-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kova?kova, So?a; Dra?insky, Martin; Rejman, Dominik; Tetrahedron; vol. 67; 7; (2011); p. 1485 – 1500;,
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Synthetic Route of 145783-15-9, 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. 145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine. A new synthetic method of this compound is introduced below.

Example 1 Synthesis of 2-[((3aR,4S,6R,6aS)-6-[[5-amino-6-chloro-2-(propylthio)pyrimidin-4-yl]amino]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]ethanol (Compound I) Take 250mL reaction flask, 4,6-dichloro-2-(propylthio)pyrimidin-5-amine (16.1g, 68mmol), 2-[[(3aR, 4S, 6R, 6aS)-6-amino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]-dioxol-4-yl]oxy]-1-ethanol-dibenzoyl-L-tartaric acid salt (17.3g, 68mmol), N,N-diisopropylethylamine (34.3g, 340mmol) and n-butanol (49mL). The resulting reaction mixture was sealed and heated to 90 ,The temperature was maintained at 35h.Followed by cooling to 30C. The solvent was distilled off. Isopropyl acetate and water, the phases were separated. The aqueous phase was extracted with isopropyl acetate, the combined organic phases, washed. Dried over anhydrous magnesium sulfate. Filter. The solvent was distilled off, give a reddish brown oil. N-heptane was added after a beating, white solid 24.5g, yield 85.8%. HPLC purity was 98.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145783-15-9, its application will become more common.

Reference:
Patent; Qingdao Huanghai Pharmaceutical Co., Ltd.; Zhang, Fuli; Xu, Jianguo; Liu, Xiaohua; Gao, Yongji; He, Xiaoqing; Xu, Taizhi; Hu, Jie; (12 pag.)CN103626745; (2016); B;,
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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. 4558-59-2, name is 4,6-Dimethoxypyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4558-59-2

l. 2,6-dimethyl-4-(4′,6′-dimethoxy-5′-pyrimidyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diallyl ester, m.p. 174; from 4,6-dimethoxypyrimidine-5-aldehyde, acetoacetic acid ethyl ester and ammonia.

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, 4558-59-2, 4,6-Dimethoxypyrimidine-5-carbaldehyde.

Reference:
Patent; Bayer Aktiengesellschaft; US4048171; (1977); A;,
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Related Products of 17119-73-2, 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.17119-73-2, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2S, molecular weight is 174.6512, as common compound, the synthetic route is as follows.

EXAMPLE 10 STR124 1.9 l of sodium hypochlorite (about 150 g of active chlorine per liter) were added slowly to a solution of 175 g (1 mole) of 2-methylmercapto-4-methyl-6-chloropyrimidine in 375 ml of concentrated hydrochloric acid and 375 ml of water at 5 C. The product which had precipitated was then filtered off and rinsed with water. This gave 170 g (82% of theory) of 2-methylsulfonyl-4-methyl-6-chloropyrimidine in the formn of colorless crystals of melting point 72 C. STR125

The chemical industry reduces the impact on the environment during synthesis 17119-73-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bayer Aktiengesellschaft; US4113860; (1978); A;,
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Pyrimidine – Wikipedia

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.13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, molecular weight is 174.59, as common compound, the synthetic route is as follows.Formula: C6H7ClN2O2

Methyl 2-hydroxy isobutyrate 0.52g (0.005 mol) and 2-chloro-4,6-dimethoxy-pyrimidine 0.88g (0.005 mol) were dissolved in DMF 20 ml, K2CO3 0.52g (0.75 eq) was added thereto, and sodium methane sulfate 0.1g was added thereto, followed by stirring at 120C for 5 hours. The reacted solution was cooled to room temperature, and distilled under reduced pressure to obtain residue. The residue was extracted with cold water and ethylacetate three times, and washed with brine twice, the organic layer was dried with MgSO4, and the solvent was removed under reduced-pressure. Through purification with silica gel column chromatography, a target material 0.14g (12%) was obtained.: 1H NMR (300MHz, CDCl3) delta: 1.72(s, 6H), 3.66(s, 3H), 3.93(s, 6H), 5.7(s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SNU R&DB Foundation; Korea Research Institute Of Chemical Technology; EP2497768; (2012); A2;,
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Pyrimidine – Wikipedia

Electric Literature of 1780-26-3, Adding some certain compound to certain chemical reactions, such as: 1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine,molecular formula is C5H4Cl2N2, 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 1780-26-3.

16.2 g (100 mmol) of 4,6-dichloro-2-methylpyrimidine was added to a solution of 21 g (300 mmol) of hydroxylamine hydrochloride in ethanol (100 ml), and then 30.6 g of triethylamine was added, and the mixture was refluxed at 110 C for 1.5 h. Cool to room temperature, concentrate, wash with water, filter,Drying to obtain 14.3 g of N-(6-chloro-2-methylpyrimidin-4-yl)hydroxylamine (Compound 3),The yield was 90% and the HPLC purity was 99.61%.

According to the analysis of related databases, 1780-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANQING QICHUANG PHARMACEUTICAL CO LTD; Anqing Qichuang Pharmaceutical Co., Ltd.; WU XUEPING; Wu Xueping; SHI ZHUYONG; Shi Zhuyong; (10 pag.)CN108299417; (2018); A;,
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Electric Literature of 2927-71-1, Adding some certain compound to certain chemical reactions, such as: 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 2927-71-1.

title compound (81%) as an orange solid, which was used without further purification.LRMS (m/z): 163 (M+1)+.1H-NMR delta (CDCl3): 4.11 (s, 3H), 8.20 (d, 1 H)

According to the analysis of related databases, 2927-71-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; Eastwood, Paul Robert; Gonzalez Rodriguez, Jacob; Bach Tana, Jordi; Pages Santacana, Lluis Miquel; Taltavull Moll, Joan; Caturla Javaloyes, Juan Francisco; EP2338888; (2011); A1;,
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Reference of 1197953-49-3, Adding some certain compound to certain chemical reactions, such as: 1197953-49-3, name is (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide,molecular formula is C12H12Cl2N3OP, 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 1197953-49-3.

General procedure: To a solution of 2,5-dichloro-N-(2-(dimethylphosphoryl)phenyl)pyrimidin-4-amine (2g, 6.3mmol) in DMF (30mL) were added s-2a (2.4g, 7.8mmol)Pd(OAc)2 (176mg, 0.78mmol)Xantphos (810mg, 1.4mmol) and Cs2CO3(6.4g, 19.6mmol) in microwave tube, the solution was purged and refilled with nitrogen three times. Then the mixture was stirred at 110C for 2h in the microwave. After the starting material was consumed, the reaction mixture was filtered through a pad of silica gel and most of the solvent of the filtrate was removed under the reduced pressure. Then the mixture was quenched with water, extracted with ethyl acetate, washed with water and brine, dried over anhydrous Na2SO4. The solvent was evaporated under the reduced pressure and the residue was purified by reverse phase ISCO (C18) to give the title compound s-3a as a brown solid.

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. 1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sun, Ning; Ren, Chaowei; Kong, Ying; Zhong, Hui; Chen, Jinju; Li, Yan; Zhang, Jianshui; Zhou, Yuedong; Qiu, Xing; Lin, Haifan; Song, Xiaoling; Yang, Xiaobao; Jiang, Biao; European Journal of Medicinal Chemistry; vol. 193; (2020);,
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Electric Literature of 1421372-94-2, 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.1421372-94-2, name is N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine, molecular formula is C20H16FN5O3, molecular weight is 393.3712, as common compound, the synthetic route is as follows.

1-Methylpiperazine (89 mg, 0.89 mmol), N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methylindol-3-yl)pyrimidin-2-amine (Intermediate 129 (which may be prepared by the method described for Intermediate 87), 350 mg, 0.89 mmol) and DIPEA (0.186 mL, 1.07 mmol) were suspended in DMA (6 mL) and sealed into a microwave tube. The reaction was heated to 140C for1h in a microwave and then cooled to r.t. CH3OH was added and an orange solid precipitated from solution. The solid was collected by filtration and was washed with CH3OH and then diethyl ether. The solid was then dried to give the title compound (339 mg, 80%) as an orange solid; 1H NMR: 2.26 (3H, s), 3.06-3.11 (4H, m), 3.88 (3H, s), 3.99 (3H, s), 6.86 (1H, s), 7.13 (1H, t), 7.23-7.29 (2H, m), 7.53 (1H, d), 8.10 (1H, s), 8.32-8.38 (3H, m), 8.81 (1H, s); (signals for 4 protons were not observed and are likely to be obscured under the DMSO peak); m/z: ES+ MH+ 474.56.

The chemical industry reduces the impact on the environment during synthesis 1421372-94-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; FINLAY, Maurice, Raymond, Verschoyle; WARD, Richard, Andrew; KADAMBAR, Vasantha, Krishna; CHANDRASHEKAR, Reddy, C.; MURUGAN, Andiappan; REDFEARN, Heather, Marie; WO2013/14448; (2013); A1;,
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