Month: August 2021

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.21236-97-5, name is 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H7N3O2, molecular weight is 141.128, as common compound, the synthetic route is as follows.Recommanded Product: 21236-97-5

General procedure: A mixture of phenylisothio-cyanate 1a (1 mmol, 0.135 g), benzaldehyde 2a (1 mmol, 0.106 g) and N,N-dimethyl-6-amino uracil 3a (1 mmol, 0.155 g) in water (5 mL) was refluxed for 1 h in the presence of catalytic amount of p-TSA (20 mol %). After completion of the reaction (monitored by TLC), the mixture was cooled to room temperature, filtered and washed with water (25 mL). The crude product was purified by recrystallization from EtOH to give 4a.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,21236-97-5, 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Majumder, Swarup; Borah, Pallabi; Bhuyan, Pulak J.; Tetrahedron Letters; vol. 55; 6; (2014); p. 1168 – 1170;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5413-85-4 ,Some common heterocyclic compound, 5413-85-4, molecular formula is C4H3Cl2N3, 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 4, 6-dichloropyrimidin -5-amine (20.0 g, 122 mmol), ethanamine hydrochloride (EtNH 2 · HCl) (19.9 g, 243 mmol), and potassium carbonate (50.7 g, 367 mmol) in ethanol (100 ml) was heated to 50 for 39 h. The reaction mixture was then cooled to RT, after which it was diluted with DCM (750 ml) and filtered. The filter cake was washed with DCM (250 ml). The combined filtrate was concentrated to dryness to provide 6-chloro -N 4 -ethylpyrimidine-4, 5-diamine MS (ESI) Calc’d for C 6 H 10 ClN 4 [M + H] + 173;. found 173.

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. 5413-85-4, 5-Amino-4,6-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCGOWAN, Meredeth Ann; ZHOU, Hua; KATZ, Jason D.; YANG, Lihu; METHOT, Joey; LIPFORD, Kathryn Ann; XU, Shimin; FU, Ning; XU, Guoquan; BIAN, Deqian; FU, Jianmin; LI, Yabin; FONG, Kin Chiu; (124 pag.)WO2017/125; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2565-47-1, 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, 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, Safety of 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, blongs to pyrimidines compound. Safety of 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione

General procedure: A mixture of barbituric acid 1 (1 mmol) and aldehyde 2 (1mmol) was refluxed in 5 mL of water for an appropriate timeuntil the generation of 5-arylidenebarbituric acid as indicatedby TLC. Next 2-aminothiophenol (3, 1 mmol) and benzaldehyde(2a, 1 mmol) were added, and the reaction mixture was furtherrefluxed for an appropriate time. On completion of the reactionas indicated by TLC the reaction mixture was allowed to cool toroom temperature and was extracted with EtOAc (3 × 10 mL).After drying with anhydrous Na2SO4 and evaporation underreduced pressure, the crude product was purified suitablyeither by recrystallization from a DCM/EtOH (1:1) solventmixture or column chromatography on silica gel usingEtOAc/hexane (2:8) as the eluent to afford 5-monoalkylbarbiturate4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2565-47-1, 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, and friends who are interested can also refer to it.

Reference:
Article; Kalita, Subarna Jyoti; Deka, Dibakar Chandra; Synlett; vol. 29; 4; (2018); p. 477 – 482;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1192479-35-8, 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 1192479-35-8, name is 2-Chloro-5-fluoro-4-methoxy-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 4 To 49 (55 mg, 0.12 mmol) in toluene (0.5 mL) was bubbled nitrogen gas for 5 minutes. To the reaction mixture was added 2-chloro-5-fluoro-4-methoxypyridine 29 (25 mg, 0.14 mmol), Pd(dba)2 (3.4 mg, 0.006 mmol), 2-i/ -/-butylphosphino-2′-(N^ -dimethylamino) biphenyl (2.0 mg, 0.006 mmol), and sodium ?e/-f-butoxide (25 mg, 0.26 mmol). Nitrogen was bubbled through the reaction mixture for 5 minutes. The reaction mixture was heated to 65 C and stirred for 3.5 h. The reaction mixture was cooled to room temperature and saturatedNH4CI was added. The mixture was extracted with EtOAc. The combined organic layers were washed with water and brine. The organic layer was dried (MgSC^), filtered, and concentrated in vacuo. The residue was purified by preparative silica gel TLC (30%EtOAc/hex) to provide 50 (32 mg, 46%).

According to the analysis of related databases, 1192479-35-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STAMFORD, Andrew, W.; GILBERT, Eric, J.; CUMMING, Jared, N.; WO2012/138590; (2012); A1;,
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. 111196-81-7, name is 2-Chloro-5-ethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 111196-81-7

[0570] A mixture of (S)-3-((4-bromo-2-fluorophenoxy)methyl)pyrrolidine hydrochloride (1.70 g, 5.5 mmol), 2-chloro-5-ethylpyrimidine (0.85 g, 6.1 mmol) and diisopropylethylamine (1.77 g, 13.8 mmol) in dimethylformamide (150 mL) was stirred at 130oC overnight. After cooling to ambient temperature, dimethylformamide was removed under reduced pressure and the residue was treated with water (200 mL). A brown precipitate was formed which was filtered and re-dissolved in methylene chloride until the solution was clear. This was then dried over sodium sulfate, and filtered through a 3 cm silica gel pad. The solution was then evaporated in vacuo and the residue was purified by column chromatography by eluting with hexanes-ethyl acetate mixture (4:1) to obtain the title product (1.3 g, 62%) as colorless crystals. 1H-NMR (400 MHz, DMSO-d6) delta 8.21 (s, 2H), 7.52 (d, J = 8.7 Hz, 1H), 7.32 (d, J = 8.7Hz, 1H), 7.19 (t, J =8.7 Hz, 1H), 4.17-4.02 (m, 2H), 3.77-3.58 (m, 2H), 3.53-3.35 (m, 2H), 2.87-2.73 (m, 1H),2.41 (q, J = 7.5 Hz, 2H), 2.22-2.11 (m, 1H), 1.94-1.80 (m, 1H), 1.12 (t, J = 7.5 Hz, 3H).

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, 111196-81-7, 2-Chloro-5-ethylpyrimidine.

Reference:
Patent; PRAMANA PHARMACEUTICALS INC.; CHAFEEV, Mikhail; (240 pag.)WO2019/104418; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 461-98-3, 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 461-98-3, name is 2,6-Dimethylpyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Step 5 : 3,5-Dichloro-4-[4-(2,6-dimethylpyrimidin-4-ylamino)^ A suspension of 3,5-dichloro-4-(4-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrile (65 mg, 0.20 mmol), 4- amino-2,6-dimethylpyrimidine (27 mg, 0.22 mmol), Pdi(dba)3 (5 mg, 0.005 mmol), Xantphos (12 mg, 0.02 mmol) and cesium carbonate (91 mg, 0.28 mmol) in dioxane (2 mL) was sealed in a reaction vial, purged with nitrogen, and heated at 90 C for 18 hours. The reaction mixture was cooled, filtered, and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (30-100% ethyl acetate in cyclohexane), then by HPLC (gradient: 25 to 98% acetonitrile in water with 0.1% ammonium hydroxide), to afford the title compound as a white solid (22 mg, 27% yield). ? NMR (400 MHz, DMSO-d6): d 9.41 (d, J = 0.9 Hz, 1H), 8.51 (s, 2H), 8.08 (d, J = 6.9 Hz, 1H), 7.67 (s, 1H), 7.54 (dd, J = 6.9, 1.0 Hz, 1H), 2.73 (s, 3H), 2.58 (s, 3H). LCMS (Method B): RT = 3.00 min, m/z: 410.15 [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 461-98-3, 2,6-Dimethylpyrimidin-4-amine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; GOODACRE, Simon; LAI, Yingjie; LIANG, Yun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/66061; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 26032-72-4, 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.26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine, molecular formula is C10H6Cl2N2, molecular weight is 225.074, as common compound, the synthetic route is as follows.

[00526] To a reaction flask were added 2,4-dichloro-6-phenylpyrimidine (0.76 g, 3.40 mmol), potassium carbonate (0.93 g, 6.80 mmol), (2S,3S)-ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride (0.96 g, 4.10 mmol) and DMF (10 mL). The mixture was stirred at 50 C for 24 h. Water (40 mL) was added to quench the reaction, and the resulting mixture was extracted with EtOAc (30 mL x 3). The combined organic phases were washed with saturated brine (60 mL), dried over anhydrous Na2 SO4, filtered, and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromatograph (PE/EtOAc (v/v) = 15/1) to give the title compound as a white solid (0.70 g, 50 %).MS (ESI, pos. ion) m/z: 386.1[M+H]b.

Statistics shows that 26032-72-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-6-phenylpyrimidine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); 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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, 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. name: 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

2-oxa-6-azaspiro [3.4] octane (62, 50 mg, 0.44 mmol) was added to a solution of 2 – ((6-chloro-2-methylpyrimidin-4-yl) amino ) (-N, 2-chloro-6-methylphenyl) thiazole-5-carboxamide (52,158 mg, 0.4 mmol) and N, N-diisopropylethylamine (0.14 mL, 0.8 mmol) 1, 4-dioxane (5 mL), heated to reflux, reacted overnight, and TLC monitored the disappearance of the starting material.The reaction was stopped at room temperature and the solvent was removed. The resulting solid was washed twice with methanol and diethyl ether and separated by high performance liquid chromatography to give a pale yellow solid (10 mg, yield 5.3%)

With the rapid development of chemical substances, we look forward to future research findings about 302964-08-5.

Reference:
Patent; Fudan University; Dong, Xiaochun; Zhao, WeiLi; Zhao, Yichao; Lin, Zhaohu; Lu, Xiuhong; Wang, Wen; Dong, Qian; (12 pag.)CN104151321; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5177-27-5, 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 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 2,4-dichloropyrimidin-5-amine (1.58 g, 9.63 mmol) and dihydro-2H-thiopyran-4(3H)-one (1.45 g, 12.5 mmol) in dichloromethane (50 ml) at 0 C. was added dropwise a 1 M solution of titanium tetrachloride (10.6 ml, 10.6 mmol) in dichloromethane. After the reaction mixture was stirred at room temperature for 2 h, sodium cyanoborohydride (1.91 g, 28.9 mmol) was added in single portion and the reaction mixture was stirred at room temperature for 16 hours. After the reaction mixture was diluted with dichloromethane, the reaction mixture was poured carefully into iced-saturated NaHCO3 solution. EtOAc was added and then the insoluble materials were filtered off. The phases of the filtrate were separated, and the aqueous phase was extracted with EtOAc. The combined organic phases were washed with water and saturated NaCl, dried with Na2SO4 and concentrated in vacuo to give a crude oil. The crude residue was purified by silica gel chromatography (hexane/ethyl acetate, 100:0 to 3:1) to afford 2,4-dichloro-N-(tetrahydro-2H-thiopyran-4-yl)pyrimidin-5-amine (864 mg, 3.27 mmol, 34% yield) as a yellow oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.59-1.76 (m, 2H) 2.07-2.20 (m, 2H) 2.58-2.69 (m, 2H) 2.70-2.85 (m, 2H) 3.42-3.57 (m, 1H) 5.78 (d, J=8.84 Hz, 1H) 8.25 (s, 1H). MS [M+H] 264.

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 5177-27-5, 5-Amino-2,4-dichloropyrimidine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2011/53921; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 128276-50-6, 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 128276-50-6, name is 4,6-Dimethoxypyrimidine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 Synthesis of N-(2-chloro-2-propenylsulfonyl)-4,6-dimethoxypyrimidine-2-carboxylic amide (Compound No. 23) 2.4 g (13 mmol) of 4,6-dimethoxypyrimidine-2-carboxylic acid, 2.0 g (13 mmol) of 2-chloro-2-propenylsulfonamide, and 3.9 g (39 mmol) of triethylamine were dissolved in 50 ml of dichloromethane, and then the mixture was stirred for 30 minutes at room temperature. After 3.0 g (13 mmol) of 70% diethyl cyanophosphate was added to the mixture, the whole mixture was stirred at room temperature overnight. The reaction mixture was washed with diluted hydrochloric acid to remove the excess of triethylamine, and subsequently the product was extracted with 50 ml of a saturated aqueous solution of sodium bicarbonate. The extract was acidified by diluted hydrochloric acid to possess pH 2~3. The organic layer was extracted by 200 ml of ethyl acetate twice. The extract was washed with water, the organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to afford 1.8 g of a viscous liquid. The viscous liquid was purified by column chromatography on silica gel (ethyl acetate: hexane=1:1), thus obtaining 1.4 g of the desired product (yield 33.7%). Yellow powder, melting point: 125-130 C.

According to the analysis of related databases, 128276-50-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US5444060; (1995); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia