Pyrimidines

Reference of 626-48-2, 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 626-48-2, name is 6-Methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

a) 50.5 g (0.40 mol) of 6-methyluracil (Merck) are introduced in portions over the course of one hour with stirring at 0 to +5 C. into a solution of 200 ml of 100% nitric acid (fuming) and 50 g of phosphorus pentoxide. When the exothermic reaction is complete, the mixture is stirred at +5 C. for a further 5 hours. The reaction mixture is subsequently poured into 1 kg of ice-water. The resultant precipitate is filtered, washed with water and then dried to constant weight, giving 37 g (54%) of 5-nitro-6-methyluracil, pale-yellow powder, m.p. 281 C. with decomposition.

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 626-48-2, 6-Methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Witco Vinyl Additives GmbH; US6002004; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
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.56621-90-0, name is 5-Amino-2-chloropyrimidine, molecular formula is C4H4ClN3, molecular weight is 129.5477, as common compound, the synthetic route is as follows.HPLC of Formula: C4H4ClN3

[0092] 5-Amino-2-chloro pyrimidine (1-2) (2.7 g, 20.6 mmol), 2-chloro-5-methoxy benzoyl chloride (4.2 g, 20.6 mmol)and triethylamine (7 mL) are dissolved in dichloromethane (40 mL). The resultant mixture is stirred overnight at roomtemperature. After removing the solvent by evaporation, the residue is poured into ethyl acetate and water for extractionseparation. The combined organic phase is dried through anhydrous sodium sulfate, concentrated under vacuum, andpurified by silica gel column chromatography to give compound (1-3) (5.7 g, 82.6%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56621-90-0, 5-Amino-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou Bensheng Pharmaceutical Co., Ltd.; XU, Rongzhen; XIE, Fuwen; LAI, Hongxi; RONG, Frank; EP2615092; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 10070-92-5, name is Pyrimidine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4N2O

Example 85 3-(1-oxo-5-(((1S,2S)-2-((pyrimidin-5-ylmethyl)amino)cyclohexyl)oxy)isoindolin-2-yl)piperidine-2,6-dione (I-103) To a solution of 3-(5-(((1S,2S)-2-aminocyclohexyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione (I-15, 0.16 g, 0.184 mmol) in DMF (2 mL) was added pyrimidine-5-carbaldehyde (85-1, 0.02 mL, 0.26 mmol) and the resulting mixture was stirred at rt for 15 minutes. Sodium triacetoxyborohydride (58 mg, 0.28 mmol) was added and stirring was continued at rt for 24 h. Additional pyrimidine-5-carbaldehyde (85-1, 12 mg, 0.11 mmol) was added and the reaction mixture was stirred at rt for 15 min. Additional sodium triacetoxyborohydride (25 mg, 0.12 mmol) was added stirring was continued at rt for 1 h. Additional pyrimidine-5-carbaldehyde (85-1, 12 mg, 0.11 mmol) was added and the reaction mixture was stirred at rt for 15 minutes. Sodium triacetoxyborohydride (25 mg, 0.12 mmol) was the again added and stirring was continued at rt for 1 h. The reaction mixture was then quenched with saturated aqueous sodium bicarbonate and extracted with 20% i-PrOH in DCM (*3). The combined organic phases were passed through a phase separating column and concentrated onto Celite. The crude material was purified by silica gel chromatography eluting with 0-100% EtOAc:EtOH (v/v=3:1, with 1% Et3N as a modifier) in heptane to afford I-103 (67 mg, 0.14 mmol, 79% yield) as a white solid. MS [M+H]+=450.3. 1H NMR (400 MHz, DMSO-d6) delta 10.96 (s, 1H), 9.04 (s, 1H), 8.74 (s, 2H), 7.61 (d, J=8.3 Hz, 1H), 7.20 (s, 1H), 7.08 (d, J 8.5 Hz, 1H), 5.07 (dd, J=13.3, 5.1 Hz, 1H), 4.43-4.18 (m, 3H), 3.92-3.76 (m, 1H), 3.14-3.03 (m, 1H), 2.91 (ddd, J=17.9, 13.5, 5.3 Hz, 1H), 2.64-2.55 (m, 1H), 2.44-2.31 (m, 1H), 2.29 (s, 1H), 2.13-1.93 (m, 3H), 1.73-1.59 (m, 2H), 1.42-1.13 (m, 4H).

The synthetic route of 10070-92-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; ADCOCK, Claire; BONAZZI, Simone; CERNIJENKO, Artiom; LAM, Philip; LINKENS, Kathryn Taylor; MALIK, Hasnain Ahmed; THOMSEN, Noel Marie-France; VISSER, Michael Scott; US2020/17461; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 335654-06-3 ,Some common heterocyclic compound, 335654-06-3, molecular formula is C6H4ClN3, 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.

N-Bromosuccinimide (11374.5 g, 64.04 mol, 2.0 eq.) Was added portionwise to a solution of compound III (4907.0 g, 31.91 mol, 1.0 eq.) In acetonitrile Completed, at room temperature (25 ) for 17 hours, monitoring the reaction was complete.The reaction solution was slowly added to 100L of ice water, precipitated a large amount of solid, suction filtration, the filter cake washed with water (50L × 3), dried to obtain 7117.2g white white solid.Yield: 95.82%.1H-NMR (400 MHz, DMSO-d6) delta (ppm) 12.78 (brs, 1H); 8.85 (s, 1H); 7.89 (s, 1H)

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. 335654-06-3, 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Furunkaide Bio-pharmaceutical Co., Ltd.; Rong Liang; Li Jin; Li Hui; Jie Yuanping; Wu Xihan; Yang Minmin; (12 pag.)CN105949196; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 39268-74-1, 5-Ethoxypyrimidin-2-amine, 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, 39268-74-1, blongs to pyrimidines compound. Product Details of 39268-74-1

Process 4: Under argon atmosphere, trimethylaluminum (2 mol/L hexane solution, 0.39 mL, 0.78 mmol) was added to 1,2-dichloroethane (5 mL) solution of 2-amino-5-ethoxypyrimidine (108 mg, 0.78 mmol) at room temperature and stirred for 70 minutes at room temperature. 1,2-dichloroethane solution (2 mL) of methyl (Z)-2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-3-isobutylami de-2-hexenoate (158 mg, 0.39 mmol) was added dropwise thereto at room temperature and refluxed under heating for 3 hours. The reaction mixture was added an aqueous solution of ammonium chloride and chloroform, and filtered through a pad of celite. The organic layer in the filtrate was separated and the aqueous layer was extracted with chloroform. The organic layer was combined, washed with water and brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residues were subjected to silica gel column chromatography (Flash12M manufactured by Biotage) (chloroform/methanol = 40 : 1) to give 2-{5-{[1-(5-ethoxypyrimidin-2-yl)-2-isopropyl-6-oxo-4-propy 1-1,6-dihydropyrimidin-5-yl]methyl}pyridin-2-yl}benzonitril e (111 mg, 58%) as yellow oil. 1H-NMR(CDCl3, 400 MHz)delta: 0.97(3H, t, J = 7.4 Hz), 1.17(6H, d, J = 6.6 Hz), 1.49(3H, t, J=6.9Hz), 1.66-1.77(2H, m), 2.19-2.32(1H, m), 2.60-2.70(2H, m), 3.93(2H, s), 4.10(2H, q, J = 7.1 Hz), 7.45(1H, td, J = 7.7, 1.1 Hz), 7.60 – 7.67(2H, m), 7.73 – 7.80(3H, m), 8.49 (2H, s), 8.67(1H, d, J = 1.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39268-74-1, its application will become more common.

Reference:
Patent; Kowa Company Ltd.; MIURA, Toru; SATO, Seiichi; YAMADA, Hajime; TAGASHIRA, Junya; WATANABE, Toshiaki; SEKIMOTO, Ryohei; ISHIDA, Rie; AOKI, Hitomi; OHGIYA, Tadaaki; EP2687523; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 98141-42-5, 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-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, name: 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine, blongs to pyrimidines compound. name: 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine

To a stirred solution of (rac)-(2S,4R,6S,7S)-methyl 7-aminotricyclo[3.2.2.02,4]nonane-6-carboxylate (3.4 g, 17.4 mmol) in THF (150 ml) was added 4,6-dichloro-1-methyi-1Hpyrazolo[3,4-d]pyrimidine (4.24 g, 20.9 mmol) and (3.38 g, 4.52 ml, 26.1 mmol) at roomtemperature and the resulting reaction mixture solution was stirred at 60 oc for 16 h. After cooling to room temperature, the reaction mixture was poured into water (1 00 ml) andextracted with EtOAc (150 ml twice). The combined organic layers were washed with brine,dried over anhydrous Na2S04 , filtered and concentrated in vacuo to give a crude product,which was purified by silica gel flash chromatography (0-1 00% EtOAc-hexane gradient) toafford the title racemic compound (4.1 g, 65.1% yield) as a white solid. MS: 362.0 [M+Ht.

The synthetic route of 98141-42-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1195-08-0, 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.1195-08-0, name is 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde, molecular formula is C5H4N2O3, molecular weight is 140.1, as common compound, the synthetic route is as follows.

Example 8 5-{4-[2-(4-tert-Butyl-phenyl)-3H-imidazo[4,5-b]pyridin-7-yl]-piperazin-1-ylmethyl}-1H-pyrimidine-2,4-dione (9). 2-(4-tert-Butyl-phenyl)-7-piperazin-1-yl-3H-imidazo[4,5-b]pyridine (7) (50 mg, 0.15 mmol) and 5-formyluracil (21 mg, 0.15 mmol) were dissolved in NMP (4 ml) and sodium triacetoxyborohydride (64 mg, 0.30 mmol) was added. The reaction mixture was allowed to stir for 18 h under nitrogen. It was judged complete by MS, and purified by HPLC Method E to yield the title product 9 (25 mg (36%), 0.054 mmol). 1H NMR (DMSO-d6): delta 11.45 (s, 1H), 11.30 (d, J=3 Hz, 1H), 9.85(bs, 1H), 8.11 (d, J=8.3 Hz, 3H), 7.74 (d, J=6.1 Hz, 1H), 7.54 (d, J=8.3 Hz, 2H), 6.78 (s, 1H), 4.05 (s, 2H), 3.20-3.65 (m, 8H), 1.33 (s, 9H). (ESI-POS): [M+H]+=460; MS(ESI-NEG):[M-H]-=458.

Statistics shows that 1195-08-0 is playing an increasingly important role. we look forward to future research findings about 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde.

Reference:
Patent; WYETH; US2006/189617; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3524-87-6, 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 3524-87-6, name is 6-Methylpyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

PREPARATION EXAMPLE 48 Synthesis of 4-Chloro-6-methylpyrimidine 4-Hydroxy-6-methylpyrimidine (782 mg) was dissolved in phosphoryl chloride (6.6 mL), and the solution was heated under reflux for 1 hour. The reaction mixture was added dropwise to ice water, neutralized with an aqueous solution of 2 M sodium hydroxide and extracted with ethyl acetate. The resultant organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the title compound. Yield: 913 mg (theoretical amount).

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 3524-87-6, 6-Methylpyrimidin-4(3H)-one.

Reference:
Patent; Kowa Co., Ltd.; US6509329; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 6622-92-0, 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 6622-92-0, name is 2,6-Dimethylpyrimidin-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

4-Hydroxy-2,6-dimethylpyrimidine (546 mg, 4.4 mmol), 3-bromo-4,5-dimethoxy-benzaldehyde (1077 mg, 4.4 mmol) and malononitrile (295 mg, 4.4 mmol) were taken in 2 ml ethanol at room temperature, charged with DABCO (48.4 mu, 1.46 mmol) and then stirred at 80 C under LC-MS control for 18 h. The reaction mixture was then cooled down to room temperature. The mixture was diluted with water to about 100 ml, stirred at room temperature for 1 h and the precipitates were separated by filtration. It was washed well with 50 % aqueous ethanol and dried under vacuum (1.52 g, 3.64 mmol, 82.8 %).

According to the analysis of related databases, 6622-92-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DEUTSCHES KREBSFORSCHUNGSZENTRUM (DKFZ); RUPRECHTS-KARLS-UNIVERSITAeT HEIDELBERG; BOUTROS, Michael; MASKEY, Rajendra-Prasad; KOCH, Corinna; FUCHS, Florian; STEINBRINK, Sandra; GILBERT, Daniel; WO2012/62905; (2012); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 272-50-4, Adding some certain compound to certain chemical reactions, such as: 272-50-4, name is 5H-Pyrrolo[3,2-d]pyrimidine,molecular formula is C6H5N3, 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 272-50-4.

To solution of 5H-pyrrolo[3,2-d]pyrimidine (2 g, 16.8 mmmol) in 1,2-ethanediol (40 mL) was added tert-butyl 4-oxopiperidine-1-carboxylate (6.7 g, 33.5 mmol) and KOH (3.8 g, 6.72 mmol). The mixture was stirred at 95oC for 18 h. The mixture was then diluted with ethyl acetate (30 mL) and washed with brine (50 mL × 3), dried over Na2SO4, and filtered. The filtrate was concentrated and the residue was purified by ISCO column on silica gel (from 100% DCM to DCM/MeOH = 10/1) to give tert-butyl 4-(5H- pyrrolo[3,2-d]pyrimidin-7-yl)-5,6-dihydropyridine-1(2H)-carboxylate as yellow oil. Yield: 3 g (60%); LCMS method D: Rt = 1.679 min; (M+H)+= 301.2.

According to the analysis of related databases, 272-50-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David A.; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen D.; SINGH, Suresh B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; (285 pag.)WO2018/53267; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia