Pyrimidines

Application of 33034-67-2 ,Some common heterocyclic compound, 33034-67-2, molecular formula is C5H2ClF3N2, 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 5:1′-(Pyridin-3-yl)-1-[4-(trifluoromethyl)pyrimidin-2-yl]-1H,1’H-3,4′-bipyrazoleUnder argon, 1′-(pyridin-3-yl)-1H,1’H-3,4′-bipyrazole (200 mg, 0.94 mmol) was initially charged in dimethylamide.Sodium hydride (56.8 mg, 1.42 mmol, 60percent in paraffin oil) was added, and the mixture was stirred at room temperature for 30 min (slightly exothermic).2-Chloro-4-trifluoromethylpyrimidine (173 mg, 0.94 mmol) was added, and the mixture was stirred at 40 C overnight.The mixture was then concentrated, and the residue was triturated with dichloromethane.Yield: 240 mg (71percent of theory), logP(HCOOH) 2.15, [M++1] 358.11H-NMR (d6-DMSO): 7.00 (m, 1H), 7.56 (m, 1H), 7.90 (d, 1H), 8.31 (m, 2H), 8.56 (m, 1H), 8.73 (m, 1H), 9.10 (s, 1H), 9.17-9.22 (m, 2H)

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. 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer CropScience AG; US2011/166143; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5305-59-9, 6-Chloropyrimidin-4-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, Computed Properties of C4H4ClN3, blongs to pyrimidines compound. Computed Properties of C4H4ClN3

To a microwave tube was added 4-bromo-2-(2,6-dichlorophenyl)-lH-imidazo[4,5-c]-pyridine (0.100 g, 0.29 mmol), 2-chloro-6-isopropylpyrimidin-4-amine (0.034 g, 0.26 mmol), Pd2(dba)3 (0.026 g, 0.029 mmol), XantPhos (0.034 g, 0.058 mmol), Cs2C03 (0.189 g, 0.58 mmol) and dioxane (3 niL). The mixture was degassed with N2 for 1 min. The resulting mixture was irradiated in a microwave reactor at 140 C for 1.5 hours and cooled to room temperature. The mixture was filtered and the filtrate was concentrated and purified by column chromatography on silica gel with EtOAc/petroleum ether (1 :1.5) to give the desired product (50 mg, 44% yield). ¾ NMR (MeOH- 4, 500 MHz): delta 8.56 (s, 1H), 8.22 (m, 1H), 7.66 – 7.59 (m, 4H), 7.37 (d, J= 5.0 Hz, 1H). LCMS(ESI) m/z: 391.6 [M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5305-59-9, 6-Chloropyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven R.; TSUI, Vickie H.; ZHANG, Birong; ROBARGE, Kirk; WO2011/113802; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route 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.

tert-But l 4-aminopiperidine-l-carboxylate (1.4 g, 7.1 mraol, Aldrich) was dissolved in methylene chloride (10. mL) and to this solution was added N,N- diisopropylethylamine (2.5 mL, 14 mmol) and 4,6-dichloro-2- (trifluoromethyl)pyrimidine (1.7 g, 7.8 mmol, Synchem). The reaction was stirred overnight. The mixture was diluted with water and the product was extracted with EtOAc. The organic layer was washed twice with water, once with brine, dried over sodium sulfate, filtered and concentrated to afford product which was used without further purification in Step 2. LCMS ( +H)+: 381.1.

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; INCYTE CORPORATION; RODGERS, James D.; SHEPARD, Stacey; ZHU, Wenyu; SHAO, Lixin; GLENN, Joseph; WO2013/173720; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2565-47-1, 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 2565-47-1, name is 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione. This compound has unique chemical properties. The synthetic route is as follows.

(2) In a three-necked reaction flask with a stirrer, add 300 ml of dichlorosulfoxide and 40 g of methyltripyrimidone, and cool to 0 C; Take 7.5ml of water and slowly add it to the mixture; After the dropwise addition was completed, the temperature was raised to 78 C and stirred for 4h until the reaction was completed; The reaction solution was cooled to room temperature, and then added to 1,000 g of ice water, filtered, the filter cake was washed twice with 200 ml of water, dried, 31.6 g of 6-chloro-3-methyluracil was obtained with an LC purity of 98% and a yield of 70%.

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 2565-47-1, 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione.

Reference:
Patent; Suzhou Hande Chuanghong Biochemical Technology Co., Ltd.; Mao Zhongping; Ma Dongxu; Tan Jin; (9 pag.)CN110483416; (2019); A;,
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. 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol, molecular formula is C4H6N4S, 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. Product Details of 1004-39-3

28.4 g of 4,6-diamino-2-mercaptopyrimidine (SM) was weighed and dissolved in 100 mL of N,N-dimethylformamide.Then add 82.8 g of potassium carbonate to the system.Trifluoromethyl-iodopropane was added 179.2g,The reaction was carried out for 6 h under the conditions of a 130 C oil bath.The mixture was cooled to room temperature, and the mixture was combined with EtOAc.Recrystallization from methylene chloride gave 38.1 g of a yellow solid 2-[(3,3,3-trifluoropropyl)thio]pyrimidine-4,,6-diamino (intermediate 1),The yield was 80%.

With the rapid development of chemical substances, we look forward to future research findings about 1004-39-3.

Reference:
Patent; Changzhi Yuan Yan Pharmaceutical Technology Co., Ltd.; Zhou Jian; Cai Kun; (13 pag.)CN108440627; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 93366-88-2, 7H-Pyrrolo[2,3-d]pyrimidin-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, Computed Properties of C6H6N4, blongs to pyrimidines compound. Computed Properties of C6H6N4

7H-pyrrolo[2,3-d]pyrimidin-2-amine (270 mg, 2.01 mmol), 4-bromo-1-fluoro-2-iodobenzene (1.28 g, 4.26mmol), potassium carbonate (840 mg, 6.09) and proline (92 mg, 0.80 mmol) were added to an eggplantflask, dimethyl sulfoxide was added, and the reaction solution was deoxygenated. Copper iodide (114 mg, 0.60mmol) was added and the reaction solution was deoxygenated. Heat to 90 C and stir for 16 hours. After thereaction was completed, it was cooled to room temperature, water and ethyl acetate were added, and the mixturewas filtered over Celite. The target compound was obtained in 240 mg.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,93366-88-2, 7H-Pyrrolo[2,3-d]pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Zhiqiang; Yan Ziqin; Li Jia; Zhou Yubo; Su Mingbo; Chen Zheng; (138 pag.)CN109810110; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 98136-42-6 ,Some common heterocyclic compound, 98136-42-6, molecular formula is C5H3Cl2N3O, 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 2,6-dichloropyrimidine-4-carboxamide (See EXAMPLE 2) (4.80 g, 25.0 mmol) in ACN (100 mL) was added (S)-3-aminopyrrolidin-2-one (Compound 40-18) (2.55 g, 25.54 mmol, Aldrich) and DIPEA (9.60 mL, 55.1 1 mmol). The mixture was heated at 50C overnight then concentrated in vacuo. The residue was purified by flash chromatography (SiO2, 20-60% acetone/hexanes) to give Compound 40-19 as a tan solid (4.79 g). Yield 75%. LC/MS: m/z= 256.2 [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,98136-42-6, its application will become more common.

Reference:
Patent; PURDUE PHARMA L.P.; LOCKMAN, Jeffrey; NI, Chiyou; PARK, Jae Hyun; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark, A.; WO2014/135955; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 20090-69-1, 2-Chloro-4-methylpyrimidin-5-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, 20090-69-1, blongs to pyrimidines compound. Product Details of 20090-69-1

The raw material 15 (83 mg, 1 eq) was dissolved in 2 ml of chloroform, 45.4 mg (1.2 eq) of potassium acetate and acetic anhydride (157.5 mg, 4 eq) were added and stirred at room temperature for 1 h. TLC was monitored and the reaction was complete. (6eq) was added to the room temperature and cooled to room temperature. After the reaction overnight, the intermediate reaction was monitored completely. The solvent was dried to obtain yellow solid 16 (100 mg) in 73.7% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20090-69-1, its application will become more common.

Reference:
Patent; SICHUAN BAILI PHARMACEUTICAL CO LTD; WU, YONG; ZHU, YI; HAI, LI; WANG, YIXI; LI, JIE; (23 pag.)CN105906621; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 153435-63-3, Adding some certain compound to certain chemical reactions, such as: 153435-63-3, name is 2-(Tributylstannyl)pyrimidine,molecular formula is C16H30N2Sn, 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 153435-63-3.

A solution of the product from step 1 (1.74 g, 7.87 mmol), 2-(tributylstannyl)pyrimidine (4.36 g, 11.81 mmol), CsF (4.78 g, 31.5 mmol), and copper(I) iodide (0.450 g, 2.36 mmol) in DMF (16 mL) in a pressure vessel was sparged with nitrogen and treated with Pd(PPh3)4 (0.455 g, 0.394 mmol). The mixture was sealed and heated at 120 C overnight. The cooled reaction mixture was partitioned between EtOAc and water and filtered through celite. The organic layer was washed with saturated aqueous sodium bicarbonate and brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0-30% EtOAc in hexanes), to provide the title compound as a yellow solid. LRMS m/z (M+H) 221.2 found, 221.1 required.

According to the analysis of related databases, 153435-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; BESHORE, Douglas, C.; KUDUK, Scott, D.; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/20930; (2015); 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.109-12-6, name is Pyrimidin-2-amine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.category: pyrimidines

General procedure: To a microwave vial (0.5-2.0 mL) was added iron(III) phthalocyanine chloride (10mol%), tBuOK (2.0 mmol), under an atmosphere. The vial was sealed using vial capsinclude reseal septa and then purged with nitrogen To the vial was added amine (1.0mmol) and alcohol (4.0 mmol) via syringe. The mixture was stirred and heated undermicrowave irradiation for 12 h at 130 C. After the reaction, the resulting mixture wasfiltered through celite with diethyl ether. The solution was evaporated and theresulting residue was purified by flash column chromatography (EtOAc:Hexane = 1:10)to yield the corresponding N-alkylated amine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109-12-6, Pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Minakawa, Maki; Okubo, Masataka; Kawatsura, Motoi; Bulletin of the Chemical Society of Japan; vol. 88; 12; (2015); p. 1680 – 1682;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia