Category: pyrimidines

Synthetic Route of 10397-13-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 10397-13-4 as follows.

To a rubber-septum-capped vial containing 4, 6-dichloro-2-morpholinopyrimidine (0. 2 M in dioxane, 0. 25 mL) and L-PYRIDIN-2-YL-PIPERAZINE (0. 2 M in dioxane, 0. 28 mL) add aqueous K3P04 (0. 5 M, 0. 125 mL). Heat the mixture at 90C for 24 hours. Cool the mixture and concentrate under reduced pressure. Partition between ethyl acetate and water, dry (NA2S04) the organic layer and concentrate under reduced pressure. Filter the crude product through a pad of silica gel (1 : 1 ethyl acetate/hexanes) and remove the solvent under reduced pressure to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10397-13-4, its application will become more common.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/7646; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3680-69-1 ,Some common heterocyclic compound, 3680-69-1, 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.

To a solution of NaH (3 g, 0.13 mol) in DMF (60 mL)Suspension is slowSlow to join 1(10 g, 0.066 mol) in DMF (40 mL).The reaction mixture was stirred at 0 & lt; 0 & gt; CStirring for 2 hours,A light brown cloudy mixture was obtained.And then slowly added to the mixture2- (trimethylsilyl) ethoxymethyl chloride (SEMCl) (12.7 g, 0.08 mol)Stirred overnight at room temperature,The reaction was quenched with water and extracted with ethyl acetate,The filtrate was concentrated under reduced pressure. Purification by flash chromatography gave intermediate 2(15 g, 81%),As a pale yellow oil;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3680-69-1, its application will become more common.

Reference:
Patent; Hangzhou East China Pharmaceutical Group New Drug Institute Co., Ltd.; Yin Jianming; Lv Yubin; Li Bangliang; (18 pag.)CN106905322; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 165807-05-6, Adding some certain compound to certain chemical reactions, such as: 165807-05-6, name is 4-Dimethoxymethylpyrimidin-2-ylamine,molecular formula is C7H11N3O2, 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 165807-05-6.

General procedure: Reactions were performed with 0.30 mmol of4-(dimethoxymethyl)pyrimidin-2-amine (1a), 0.30 mmol of aldehyde 2, 0.30 mmol of malonate 3 in 3.0mL of p-xylene in the presence of 20 molpercent catalyst A1 or A5 at 50 °C and stirred for 48?60 h. Aftercompletion of the reaction (as observed by TLC), the crude product was purified by preparative TLC(GF254 silica gel: hexane/EtOAc = 5/1), which yielded the target product

According to the analysis of related databases, 165807-05-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Wei, Xian; Zhao, Kunhong; Li, Weihua; Wu, Qin; Heterocycles; vol. 96; 8; (2018); p. 1383 – 1397;,
Pyrimidine | C4H4N2 – PubChem,
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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. 252723-16-3, name is 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H10ClN3O2S, 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. Formula: C13H10ClN3O2S

The compound 1 (10.83 mmol), compound 2 (10.83 mmol), PdCl2(Dppf) (527 mg, 0 . 72 mmol) and KOAc (235 mg, 2.4 mmol) in toluene (30 ml) in the mixture is heated to 110 C maintain 6 hours. The reaction liquid evaporation and adding water (100 ml), and ethyl acetate (2 × 40 ml) extraction. Separating the organic phase, using anhydrous Na2SO4 drying, filtering and evaporation. Through column chromatography ethyl acetate/petroleum ether=1:4 – 1:1 to carry out the purification, to obtain 2 g solid, in THF: H 20 (24 ml: 6 ml) in the mixed solvent are added in the solution of NaIO4(18.6 Mmol), and stirring at room temperature 30 minutes. By adding 2 N HCl aqueous solution. Its stirring at room temperature 3 hours. The mixture of ethyl acetate dilution, salt water for washing, then separating and anhydrous Na2SO4Drying, filtering and concentrating. Through the use of MeOH/DCM=1:10 of column chromatography purification to obtain compound 4.

With the rapid development of chemical substances, we look forward to future research findings about 252723-16-3.

Reference:
Patent; Chengdu Shibeikang Bio-pharmaceutical Technology Co., Ltd.; Cen Guodong; Yang Maoting; Tan Shaojun; (8 pag.)CN108191874; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2927-71-1, 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.2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, molecular weight is 166.9685, as common compound, the synthetic route is as follows.

Under a nitrogen atmosphere, 60 2,4-dichloro-5-fluoropyrimidine (517 mg, 3.1 mmol), 61 sodium carbonate (583 mg, 5.5 mmol) was dissolved in a mixed solution of 1 mL 48 water and 5 mL 62 ethylene glycol dimethyl ether, 63 PdCl2(PPh3)2 (4.7 mg, 66 mumol) was added, heated to 80 C., and then a solution of 64 4-fluoro-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-1H-benzo[d]imidazole (700 mg, 2.2 mmol) in ethylene glycol dimethyl ether (40 mL) was added, stirred at this temperature for 4 hours, and then 30 mL water was added, stirring was continued for 25 minutes, filtered and dired the filter cake at 80 C. and then washed with isopropyl alcohol, the product 65 6-(2-chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole 425 mg was obtained after drying, yield: 60%. LC-MS(APCI): m/z=322.7 (M+1).

The chemical industry reduces the impact on the environment during synthesis 2927-71-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shenzhen TargetRx, Inc.; Wang, Yihan; Ren, Xingye; Jin, Jian; Li, Huanyin; Ai, Yixin; (162 pag.)US2019/152954; (2019); 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. COA of Formula: C4Cl3N3O2

To a stirred suspension of K-1 (1.00 g, 4.38 mmol) and DIEA (1.83 mL, 10.51 mmol) in DCM (15 mL) at 0 C is slowly added K-2 (1.00 g, 9.30 mmol) and the reaction is allowed to slowly warm to 25 C and stirred for 4h. The volatiles are removed under reduced pressure and the resulting residue is purified by Si02 flash chromatography to yield K-3.

The synthetic route of 4359-87-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRUNETTE, Steven Richard; CSENGERY, Johanna; HUGHES, Robert Owen; LI, Xiang; SIBLEY, Robert; TURNER, Michael Robert; XIONG, Zhaoming; (88 pag.)WO2017/58831; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3680-69-1 ,Some common heterocyclic compound, 3680-69-1, 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.

A typical procedure for the preparation of 3a:2-bromopropane (74 mg, 0.6 mmol) was added to a solution of 1a (92 mg, 0.6 mmol) and K2CO3 (110 mg, 0.8 mmol) in 5 mL DMF at 70 C. According to TLC the reaction went to completion after 4 h. The mixture was extracted with ethyl acetate (3 * 10 mL). The combined organic layers were washed with brine(10 mL), dried over anhydrous Na2SO4, filtered and concentrated to give the crude product 2a, which was added to a solution of amino-phenol(66 mg, 0.6 mmol) and Cs2CO3 (585 mg, 1.8 mmol) in 10 mL DMSO without further purification. After stirring for 6 h at 80 C, the mixture was cooled to room temperature and extracted with ethyl acetate (3 * 10 mL). The combined organic layers were washed with brine (10 mL), dried over anhydrous Na2SO4, filtered and concentrated to give the crude product, which was further purified by column chromatography(petroleum ether/ethyl acetate 2:1) to afford compound 3a as a brown solid(121 mg, 75% over two steps).

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. 3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Yang; Fang, Jianping; Cai, Haiyan; Xiao, Fei; Ding, Kan; Hu, Youhong; Bioorganic and Medicinal Chemistry; vol. 20; 18; (2012); p. 5473 – 5482;,
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. 3993-78-0, name is 2-Amino-4-chloropyrimidine, the common compound, a new synthetic route is introduced below. Formula: C4H4ClN3

[0879] To a mixture of 2-amino-4-chloro-pyrimidine 79 (10.2 g, 79 mmol) in methanol (140 mL) and acetonitrile (100 mL), N-bromosuccinimide (14.01 g, 79 mmol) was added, and the resulting mixture was stirred at RT for about 0.5 h. The reaction mixture was treated with Et2O (200 mL), then cooled to about 5 C. and stirred for about 1 h. The mixture was filtered and the product air dried to afford compound 134.

The synthetic route of 3993-78-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTELLKINE, LLC; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo C.; EVANS, Catherine A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel A.; TREMBLAY, Martin R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; US2013/53362; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 10070-92-5 ,Some common heterocyclic compound, 10070-92-5, molecular formula is C5H4N2O, 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.

To a solution of pyrimidine-5-carbaldehyde (0.300 g, 2.77 mmol) in methanol (6 mL), sodium borohydride (0.158g, 4.16 mmol) was added at 0 C over 10 minutes and the reaction mixture was stirred at the same temperature for 30 min. After completion of the reaction, the solvent was removed under vacuum. The residue obtained was poured into water (30 mL), extracted with ethyl acetate (150 mL), The organic layer was dried over sodium sulfate and concentrated to provide the title compound (0.160 g, 52.4%), 1H NMR (400 MHz, DMSO-d6) delta ppm 9.18-9.20 (s, 1H), 8.74 (s, 2H), 5.49-5.67 (b, 1H), 4.60 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10070-92-5, its application will become more common.

Reference:
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19621; (2013); A1;,
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.56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, molecular formula is C6H2BrClN2S, molecular weight is 249.52, as common compound, the synthetic route is as follows.category: pyrimidines

General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (2-3 eq.) and i-PrOH (2-10 mL) and agitated at 80 C for 1-50 h, under nitrogen atmosphere. Then the mixture was cooled to rt, concentrated in vacuo, diluted with water (50 mL) and diethyl ether (100 mL) or EtOAc (100 mL). After phase separation, the water phase was extracted with more diethyl ether (2×50 mL) or EtOAc (2×50 mL). The combined organic phases were washed with saturated aq NaCl solution (25-50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude oil was purified by drying under reduced pressure to constant weight, by silica-gel column chromatography or crystallized as specified for each individual compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Bugge, Steffen; Moen, Ingri Ullestad; Kragseth Sylte, Kent-Ove; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 175 – 194;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia