Tag: M.W:200-300

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. 63558-65-6, name is 4-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, 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. category: pyrimidines

To a stirred solution of 4-chloro-5-iodopyrimidine (300 mg, 1.248 mmol) in DMF (2 mL) was added cesium carbonate (813 mg, 2.496 mmol) and morpholine (0.435 mL, 4.99 mmol). The reaction was purged with N2, heated to 90 C for 12 hours and then concentrated to give the crude Intermediate 44, which was used directly in subsequent reaction. MS (ES): m/z = 292.1 [M+H]+. ‘H NMR (400 MHz, MeOD) delta ppm 8.69 (1 H, s), 8.56 (1 H, s), 3.76-3.86 (5 H, m), 3.61-3.71 (5 H, m). Intermediate 44 was used in the synthesis of Example 224.

With the rapid development of chemical substances, we look forward to future research findings about 63558-65-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; AUSTIN, Joel, Francis; SHARMA, Lisa, S.; BALOG, James, Aaron; HUANG, Audris; VELAPARTHI, Upender; DARNE, Chetan, Padmakar; SAULNIER, Mark, George; WO2012/15723; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 113583-35-0, 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.113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, molecular weight is 218.23, as common compound, the synthetic route is as follows.

Process for producing 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-methylaminopicolinic acid (Second method) 10.5 mg (0.0576 mmol) of methyl 6-methylamino-3-hydroxypicolinate, 11.6 mg (0.0532 mmol) of 2-methylsulfonyl-4,6-dimethoxypyrimidine, 8.8 mg (0.637 mmol) of potassium carbonate and 0.5 ml of dry dimethylsulfoxide were mixed. The mixture was stirred at room temperature for 5 hours, and then a 10% potassium hydroxide aqueous solution (corresponding to 90 mg, 0.160 mmol) was added thereto. The mixture was reacted at room temperature for one hour, and then 2.0 ml of water was added to the reaction mixture. Further, 1.0 ml of a 10% citric acid aqueous solution was added thereto, and the mixture was left to stand, whereby crystals precipitated. After being thoroughly precipitated, the crystals were filtered under suction and washed with water. The crystals were dried to obtain 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-methylaminopicolinic acid. Colorless prism crystals, 13.7 mg (yield: 84.0%)

The chemical industry reduces the impact on the environment during synthesis 113583-35-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY Co., Ltd.; EP567133; (1993); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 56844-38-3, 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 56844-38-3 as follows.

EXAMPLE 2 2-Chloro-5-Methyl-4-(3,4-Methylenedioxybenzylamino)-Thieno-[2,3-d]-Pyrimidine Following the procedure of Example 1, the reaction of 3,4-methylenedioxybenzylamine with 2,4-dichloro-5-methyl-thieno-[2,3-d]-pyrimidine gives 2-chloro-5-methyl-4-(3,4-methylenedioxybenzylamino)-thieno-[2,3-d]-pyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56844-38-3, its application will become more common.

Reference:
Patent; Cell Pathways, Inc.; US6133271; (2000); A;; ; Patent; Cell Pathways, Inc.; US5948911; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 955368-90-8 , The common heterocyclic compound, 955368-90-8, name is 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, molecular formula is C9H10N4OS, 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.

Step-1: Synthesis of 6-(methylthio)-2-propyl-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one To a stirred solution of 2-allyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-on (2.0 g, 8.9 mmol, 1.0 eq) in dry MeOH (50 mL), Pd/C (10 wt %) (200 mg) was added under stirring under inert atmosphere in Parr vessel. The reaction was stirred in Parr reactor at 60 psi hydrogen pressure 12 h. The reaction was monitored by LCMS. After completion the mixture was filtered through celite and concentrated to afford, 6-(methylthio)-2-propyl-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one as yellow solid (1.318 g, 65%).

The synthetic route of 955368-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); 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. 32779-37-6, name is 2,5-Dibromopyrimidine, molecular formula is C4H2Br2N2, 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. category: pyrimidines

To a stirred solution of 2,5 dibromo pyrimidine (0.32 g, 1.332 mmol), obtained from Preparation 44, in toluene (6 imL) was added 6-(tert-butyl-dimethyl-silanyloxy)-naphthalen-2-yl-boronic acid (0.48 g, 1.585 mmol), EtOH (2 ml_), water (1 ml_) and Na2CO3 (0.35 g, 3.33 mmol). Argon was bubbled through the reaction mixture for 30 minutes. Then Pd(PPh3)4 (0.075 g, 0.065 mmol) was added and the mixture was heated in a sealed tube at 90 0C for 16 hours. The solvent was evaporated under vacuum and the reaction mixture was diluted with ethyl acetate (15 ml_). The ethyl acetate layer was filtered through celite then washed with water (10 ml_) and brine (10 ml_). It was then dried over Na2SO4 and evaporated to dryness. The crude mass was purified by column chromatography on silica gel by using ethyl acetate : hexane (1 :9) mixture to give the title compound as a white solid (546 mg).1H NMR (400 MHz, CDCI3): delta= 8.86 (s, 1 H), 8.83 (s, 1 H), 8.40 (d, 1 H), 7.87 (d, 1 H), 7.76 (d, 1 H), 7.31 (s, 1 H), 7.20 (s, 1 H), 7.10 (dd, 1 H), 1.02 (s, 9H), 0.26 (s, 6H). LCMS (System 1 ) (run time = 5 min): Rt = 3.57 min; m/z 415; 417 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 32779-37-6.

Reference:
Patent; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1211443-61-6, 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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide. A new synthetic method of this compound is introduced below.

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, and friends who are interested can also refer to it.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 705-24-8, 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. 705-24-8, name is 4,6-Dichloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5HCl2F3N2, 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.

To a solution of 4,6-dichloro-2-(trifluoromethyl)pyrimidine (2.2 g, 10.0 mmol) in toluene (30 mL) and water (3 mL) were added sodium carbonate (3.2 g, 29.7 mmol), potassium methyltrifluoroborate (1.4 g, 11.5 mmol) and Pd(PPh )4 (577 mg, 0.5 mmol). The solution was stirred at 90 C for 16 h. The mixture was diluted with water and extracted with EtOAc (3X). The combined organic layer was washed with brine, dried and concentrated under vacuum. The residue was purified by chromatography to afford 4-chloro-6-methyl-2-(trifluoromethyl)pyrimidine (600 mg, 31%).

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 705-24-8, 4,6-Dichloro-2-(trifluoromethyl)pyrimidine.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6693-08-9, 2,4,6-Trichloro-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, 6693-08-9, blongs to pyrimidines compound. SDS of cas: 6693-08-9

Intermediate 64-(2,6-Dichloro-5-fluoropyrimidin-4-yl)morpholineA round-bottom flask was charged with 2,4,6-trichloro-5-fluoropyrimidine (WO200549033, 2.0 g, 10 mmol), in EtOH (100ml) and was cooled to -200C. Morpholine (0.95 g, 11 mmol) in EtOH (20 ml) was added drop-wise to the reaction mixture in the course of 1 hour. The reaction was stirred at -200C for 30 minutes and at room temperature overnight. Solvent was removed under reduced pressure and the residue was partitioned between DCM and H2O. Organic phase was concentrated under reduced pressure to give a solid. Recrystallization from EtOH afforded the title compound (1.75 g, 86%). 1U NMR (delta) 6.76 (s, IH), 3.69 (m, 8H). LCMS: 252 [M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6693-08-9, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/132502; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 64224-60-8, 5-Bromo-4-pyrimidinecarboxylic acid, 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, 64224-60-8, blongs to pyrimidines compound. SDS of cas: 64224-60-8

5-bromopyrimidine-4-carboxylic acid (prepared according to the procedure described in U.S. Pat. No. 4,110,450) (1.0 eq, 6.14 g, 30.2 mmol) was suspended in CH2Cl2 (100 ml). Oxalylchloride (1.1 eq, 2.9 ml, 33.0 mmol) was added followed by 2 drops of DMF. The mixture was stirred at room temperature overnight and the volatiles were removed in vacuo. The residue was taken in MeOH (50 ml) and heated. After evaporation of MeOH in vacuo the compound was dissolved in CH2Cl2 and poured on a prepacked silica gel column. The material was eluted using 20% Ethyl acetate in hexanes. Evaporation of the solvent provided methyl-5-bromopyrimidine-4-carboxylate as a light orange crystalline solid (2.54 g, 39% yield). LCMS (ES): 95% pure, m/z 217 [M]+; 219 [M+2]+; 1H NMR (CDCl3, 400 MHz) delta 4.04 (s, 3H), 9.02 (s, 1H), 9.21 (s, 1H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,64224-60-8, its application will become more common.

Reference:
Patent; CHUA, Peter C.; Haddach, Mustapha; Nagasawa, Johnny Y.; Pierre, Fabrice; Whitten, Jeffrey P.; US2009/239859; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9 ,Some common heterocyclic compound, 4359-87-9, molecular formula is C4Cl3N3O2, 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.

Dissolve 2,4,6-trichloro-5-nitropyrimidine (454 mg, 2.0 mmol) and diisopropylethylamine (516 mg, 4.0 mmol) in anhydrous tetrahydrofuran (20 mL), and slowly add dropwise at 0 C. 2,4-difluorobenzylamine (300 mg, 2.1 mmol) was stirred at 0 C for 1 hour. Concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 15: 1) to obtain 34-e (547 mg, yield: 82%) as a yellow 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. 4359-87-9, 2,4,6-Trichloro-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Zaiji Pharmaceutical Technology Co., Ltd.; Wang Yuguang; Zhang Nong; Wu Tianzhi; Wu Xinliang; (132 pag.)CN110872297; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia