Pyrimidines

Related Products of 51752-67-1 ,Some common heterocyclic compound, 51752-67-1, molecular formula is C7H4ClN3, 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.

EXAMPLE 43 (3-Chloro-phenyl-pyrido[3,4-d]pyrimidin-4-yl-amine Using a procedure analogous to that described in Example 5, this product was prepared in 37% yield from m-chloroaniline (1.8 eq.) and 4-chloropyrido[3,4-d]pyrimidine (1 eq.). MP 228 C.; LC-MS: 257 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51752-67-1, its application will become more common.

Reference:
Patent; Pfizer Inc; US6395733; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 61727-33-1, 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 61727-33-1, name is 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

(a) 5-Chloro-2-methylthio-4-pyrimidine carboxylic acid (30 g) was heated at 180-200 C. until all the solid had melted and the evolution of carbon dioxide had ceased (5 min). The residue was allowed to cool and then washed with several portions of chloroform. The chloroform washings were filtered to remove dark insoluble material and the filtrate was concentrated to give 5-chloro-2-methylthiopyrimidine as a pale brown crystalline solid (21 g, 89%), m.p. 55 C.

According to the analysis of related databases, 61727-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ICI Australia Limited; US4248618; (1981); A;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5305-40-8, 4,6-Dichloropyrimidine-5-carbaldehyde, 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, Formula: C5H2Cl2N2O, blongs to pyrimidines compound. Formula: C5H2Cl2N2O

4,6-dichloropyrimidine-5-carbaldehyde (16.95 mmol, 3 g) was dissolved in 20 ml of toluene,Ammonia gas through 30min,Stirred overnight at room temperature,Filtration gave a yellow solid,Column chromatography (eluent ethyl acetate: petroleum ether = 1: 3)A white solid was obtained in 60% yield.

The synthetic route of 5305-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shan Dong University; Zhao, Guisen; Lu, Jinjie; Wang, Guanjie; Yang, Dezhi; Zhang, Zhen; Jing, Yongkui; (32 pag.)CN106045918; (2016); A;,
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Adding a certain compound to certain chemical reactions, such as: 89581-38-4, Methyl 5-bromopyrimidine-2-carboxylate, 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, Recommanded Product: Methyl 5-bromopyrimidine-2-carboxylate, blongs to pyrimidines compound. Recommanded Product: Methyl 5-bromopyrimidine-2-carboxylate

Methyl 5-bromopyrimidine-2-carboxylate (250 mg; 1.15 mmol) was dissolved in anhydrous THF (10 mL) and cooled to 0 C. Pentamethylenebis(magnesium bromide) (0.5 M in THF 3.0 mL, 1.3 mmol) was introduced drop-wise and the mixture stirred for 15 min. The reaction was quenched with MeOH (0.5 mL), partitioned with EtOAc (100 mL), washed with H2O (100 mL), dried (MgSO4) and concentrated in vacuo. Purification by chromatography on silica, eluting with 0-100%, EtOAc in n-heptane gave Precursor 76 (7%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89581-38-4, Methyl 5-bromopyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Biota Europe Ltd.; Lunniss, Christopher James; Palmer, James T.; Pitt, Gary Robert William; Davies, David; Axford, Lorraine Claire; US2013/252938; (2013); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine, 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, 213265-83-9, blongs to pyrimidines compound. category: pyrimidines

0.61 G OF sodium hydride (60% oil suspention) was suspended in 20 ml of tetrahydrofuran. 1 ml of tetrahydrofuran solution of 0.73 G OF 2-BUTYN-1-OL was added dropwise at 0C therein, and the mixture was stirred for 10 minutes. Into the mixture was added dropwise 5 ml of tetrahydrofuran solution of 1.75 g of 4,6-dichloro-5-fluoropyrimidine, and stirred for 90 minutes at 0C. The reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with TERT-BUTYL methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 1.8 g of 4- (2-BUTYNYLOXY)-6-CHLORO-5-FLUOROPYRIMIDINE. 1H-NMR : 1.79 (t, 3H), 5.00 (q, 2H), 8.29 (s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,213265-83-9, its application will become more common.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2004/99160; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5909-24-0 ,Some common heterocyclic compound, 5909-24-0, molecular formula is C8H9ClN2O2S, 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.

After dissolving 50.0 g of 4-chloro-5-ethoxycarbonyl-2-methylthiopyrimidine and 59.9 ml of triethylamine into 430 ml of ethyl acetate, respectively, the mixture was cooled to 0 C, 44.7g of 3-chloro-4-methoxybenzylamine was added in portions, the reaction was carried out at 0-5 C for 30min and the reaction was continued at 20-30 C for 0.5-1h. The reaction was concentrated under reduced pressure, and then added ethyl acetate and citric acid solution 400ml each wash 2 times, the organic phase was washed with water and saturated brine each time, dried, filtered and concentrated under reduced pressure to give the crude 73.0g. Finally, with anhydrous ethanol at 55 ~ 60 C dissolved crude, stirring crystallization 12-18h, filtered and dried to give the product 42.3g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5909-24-0, its application will become more common.

Reference:
Patent; Guangzhou Langsheng Pharmaceutical Co., Ltd.; Chen Yuhua; Lu Pingping; Mo Enqing; Zuo Lian; Lu Zhijun; Peng Guizi; Yuan Yongling; (14 pag.)CN104059025; (2017); B;,
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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. 372118-67-7, name is Pyrimidin-2-ylmethanamine hydrochloride, the common compound, a new synthetic route is introduced below. category: pyrimidines

To a solution of 2-((6,8-dichloro-3-(methoxycarbonyl)naphthalen-1 – yl)(methyl)annino)acetic acid (60 mg, 0.18 mmol) in DMF (1 ml_) is added CDI (40 mg, 0.25 mmol), and the mixture is heated at 50 C for 30 min. Then pyrimidin-2- ylmethanamine hydrochloride (36 mg, 0.25 mmol) and DIPEA (34 mg, 0.26 mmol) are added, and the reaction mixture is stirred at 50 C for 3 days (LC-MS control). The mixture is allowed to cool to rt, diluted with water (5 mL) and brine (6 mL), and extracted with EtOAc (4x). The organic extracts are combined, dried over Na2SO4, filtered and evaporated. The residue is purified by flash chromatography on silica (eluent – EtOAc:hexane or DCM:MeOH) to give the title compound in 72% yield as a yellow oil.

The synthetic route of 372118-67-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGAA; ABEL, Ulrich; HANSEN, Angela; WOLTER, Falko Ernst; KRUEGER, Bjoern; KAUSS, Valerjans; ROZHKOVS, Jevgenijs; PISKUNOVA, Irena; ZVAGULIS, Artis; TRIFANOVA, Dina; GRUNSTEINE, Ginta; TURE, Anastasija; WO2013/30358; (2013); A1;,
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Synthetic Route of 932-52-5, 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 932-52-5 as follows.

8-(2,6-Difluorophenyl)-4-(4-fluoro-2-methlphenyl)-2-(N-aminouracil-5-yl)-8H-pyrido[2,3-d]pyrimidin-7-one The title compound of Example 48 [8-(2,6-difluorophenyl)-4-(4-fluoro-2-methylphenyl)-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one] (100 mg, 0.000225 mol) and 5-aminouracil (70 mg, 0.00055 mol) were taken up in dry DMSO (1.5 ML) and, with stirring under Ar, warmed to 65 for 6.5 h.Reaction was cooled to 23, then diluted with EtOAc; solution was washed with H2O; the aq phase was extracted with EtOAc; combined organic layers were dried (Na2SO4) then evaporated to an amber glass.This glass was crystallized from a small amount of MeOH, which crystals when dried afforded 15 mg (14%) of the title compound as a light yellow crystalline solid. (m.p.>300) LC MS (m/e)=493(MH+). Rt=1.82 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,932-52-5, its application will become more common.

Reference:
Patent; Adams, Jerry L.; Boehm, Jeffrey C.; Hall, Ralph; Jin, Qi; Kasparec, Jiri; Silva, Domingos J.; Taggart, John J.; US2004/116697; (2004); 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. 7461-50-9, name is 2-Chloropyrimidin-4-amine, molecular formula is C4H4ClN3, 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. COA of Formula: C4H4ClN3

In a reaction apparatus with a reflux condenser, 2,3-dimethyl-6-chloro-2H-carbazole 18gAnd 14.5 g of 2-chloro-4-amino-pyrimidine were added to 220 mL of N,N-dimethylformamide.In an ice salt bath at 0 C under nitrogen protection,50 mL of a tetrahydrofuran solution containing 12% of sodium hydride in a content of 60% was slowly added dropwise.After the addition was completed, the temperature was raised to room temperature, and the reaction was continued for 5 hours.Then use the existing strong alkaline environment of the reaction system,100 mL of tetrahydrofuran solution in which 14 g of methyl iodide was dissolved was added dropwise.The reaction was continued for 6 h at room temperature, and new substances appeared in the reaction system monitored by TLC.And the content of the new substance in the reaction system is determined by HPLC to occupy 90% to 95%,The reaction system was cooled to 10 C, and then dilute hydrochloric acid was slowly added dropwise.The pH of the reaction solution was adjusted to be neutral, and then tetrahydrofuran was removed by evaporation under vacuum.The reaction solution was allowed to stand for a while, and then 70 mL of a saturated ammonium chloride solution was added to the reaction solution.Then, 250 mL of chloroform was added to the reaction solution.After stirring for 10 min, the organic phase was separated and the organic phase was concentrated.The concentrate is recrystallized from acetone and cyclohexane to giveN-(2-chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazole-6-amine 20.7 g;

With the rapid development of chemical substances, we look forward to future research findings about 7461-50-9.

Reference:
Patent; Jinan Ai Si Pharmaceutical Technology Co., Ltd.; Peng Lizeng; Mao Longfei; Liu Xiaofei; Yao Xiaojun; Liu Huanxiang; Bai Qifeng; Liang Lixian; (17 pag.)CN110028495; (2019); A;,
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Pyrimidine – Wikipedia

Electric Literature of 271-70-5, 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.271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.

To the 7H-pyrrolo[2,3-djpyrimidine (6 g, 50.4 mmol) andhexamethylaminetetramine (10.59 g, 76 mmol) were added acetic acid (20.00 mL) andwater (40 mL) under nitrogen. The reaction mixture was heated to reflux and stirred for 8hs. The reaction mixture was cooled to r.t then filtered the solid. The solid was washed with ether for 3 times. The solid was dried to afford 7H-pyrrolo[2,3-djpyrimidine-5-carbaldehyde 5.6 g(76%) as desired product. ESI-MS(+): MS m/z 148.1.?HNMR (METHANOL-d4) & 10.00 (s, 1H), 9.43 (s, 1H), 8.91 (s, 1H), 8.40 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 271-70-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MILLER, Michael Matthew; ALLEN, Martin Patrick; LI, Ling; BOWSHER, Michael S.; GILLIS, Eric P.; MULL, Eric; ZHAO, Qian; SUN, Li-Qiang; LANGLEY, David R.; SCOLA, Paul Michael; (214 pag.)WO2017/176608; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia