Category: 137234-74-3

Application of 137234-74-3, 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. 137234-74-3, name is 4-Chloro-6-ethyl-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

PREPARATION EXAMPLE 19: Preparation of 4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine A solution of 5 g of 6-chloro-4-ethyl-5-fluoropyrimidine, 6.65 g of NBS, and 0.51 g of AIBN in 50 ml of methylene chloride was stirred for 12 hrs under reflux. The reaction was cooled to room temperature and added with 30 ml of pure water. The organic layer was obtained, and the aqueous fraction was extracted with 30 ml of methylene chloride. The organic layers thus obtained were pooled and washed with 30 ml of 10 % sodium metabisulfite, and then with pure water. After dehydration with a desiccant, the obtained product was concentrated under reduced pressure to afford 6.95 g of the title compound (Yield: 95.1%). 1H NMR (CDCl3) delta 8.80(s, 1H), 5.35(q, 1H), 2.08(d, 3H) ppm

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,137234-74-3, its application will become more common.

Reference:
Patent; Boryung Pharmaceutical Co., Ltd.; KIM, Ji Han; KIM, Je Hak; LEE, Joon Kwang; JUNG, Hahn-Sun; HAN, Nam Seok; PARK, Yong; KANG, Seung-Hoon; JEONG, Hee Jin; LEE, Kyung-Tae; CHOI, Hye Eun; CHI, Yong Ha; LEE, Joo Han; PAIK, Soo Heui; EP2754655; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137234-74-3, 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. 137234-74-3, name is 4-Chloro-6-ethyl-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

Comparative Example: Reformatsky reaction of 4-(1-bromoethyl)-5-fluoro-6-(1-methyl-1H-tetrazol-5-yl-sulfanyl)pyrimidine; Step 1: Preparation of 4-ethyl-5-fluoro-6-(1-methyl-1H-tetrazol-5-yl-sulfanyl)pyrimidine; A mixed solution of 14.5g of 5-mercapto-1-methyltetrazole and 200mL of tetrahydrofuran was cooled to 5 and 3.3g of sodium hydride was added thereto, followed by stirring for 10 minutes. After being stirred at 25 for 30 minutes, the mixed solution was cooled to 5. 20g of 4-chloro-6-ethyl-5-fluoropyrimidine was added dropwise thereto at a temperature of below 20 over 15 minutes, followed by elevation to 25 and stirring for 30 minutes. The resulting mixture was concentrated under reduced pressure and diluted with 300mL of ethyl acetate. The organic layer was successively washed with 200mL of a saturated ammonium chloride solution and 200mL of purified water. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrate was crystallized from 30mL of isopropanol and 30mL of hexane, filtered and dried to afford 19g (yield: 63.4%) of a pale yellow compound. 1H-NMR (200MHz, CDCl3) delta (ppm): 8.52 (s,1H), 4.11 (s,3H), 2.86 (q,2H), 1.32 (t,3H)

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. 137234-74-3, 4-Chloro-6-ethyl-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boryung Pharmaceutical Co., Ltd; EP2444398; (2012); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some common heterocyclic compound, 137234-74-3, molecular formula is C6H6ClFN2, 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.137234-74-3

In a 500 mL three-necked flask, 150 mL of dichloroethane was added, 34.1 g of the chlorinated product prepared in the same manner as in the above step (3)1.5 g of azobisisobutyronitrile(AIBN) 28.4 g of N-bromosuccinimide(NBS) was dissolved in 50 mL of dichloroethane, Then drop into the reaction bottle, add dichloroethane 50mL. After the reaction solution was clarified, a mixed solution of 22.1 g of NBS dissolved in 100 mL of dichloroethane was added dropwise, and the mixture was heated to 50 C and reacted for 15 h. After the completion of the reaction, 100 mL of water was added to separate the aqueous phase and the organic phase. The aqueous phase was extracted with 80 mL of dichloroethane and the organic layers were combined. The organic layer was washed with sodium bisulfite solution and the organic layer was washed with water The organic layer was dried over anhydrous sodium sulfate,The solvent dichloroethane was distilled off under reduced pressure to obtain 52.6 g of the target compound 4-(1-bromoethyl)-5-fluoro-6-chloropyrimidine as a pale yellow liquid in a yield of 92%, and the purity of the high performance liquid chromatography was 86% .

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 137234-74-3.

Reference:
Patent; JUHUA Group Technology Center; YANG, JIANRONG; GE, CHENGSHENG; LI, JIAN; (8 pag.)CN103896855; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137234-74-3, Adding a certain compound to certain chemical reactions, such as: 137234-74-3, 4-Chloro-6-ethyl-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, 137234-74-3, blongs to pyrimidines compound.

To the stirred solution of 4-chloro-6-ethyl-5-fluoro pyrimidine 1 (10 gm, 62.50 mmol) in CCl4 (150 mL) was added N-bromosuccinimide (12.7 gm, 71.35 mmol) and AIBnu (511 mg, 3.12 mmol). The reaction mixture was refluxed for 4 hrs at 75 C. The progress of the reaction was monitored by TLC. The reaction mixture then diluted with DCM (500 mL) and washed successively with water, sodium meta bisulphite (100 mL) solution, water and brine solution. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the bromide 2 as yellowish oily syrup (14 gm, 58.58 mmol, 94%). 1H NMR (CDCl3, 500 MHz): 2.10 (d, 3 H), 5.40 (q, 1 H), 8.80 (s, 1 H). Mass: 241(M++2)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,137234-74-3, its application will become more common.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; WO2008/64311; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137234-74-3, 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. 137234-74-3, name is 4-Chloro-6-ethyl-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

Preparation of 4-(4-chloro-phenylsulfanyi)-6-ethyI-5- flu oropy rimidin e 61.O g of 4-chloro-6-ethyl-5-fluoropyrimidine was added to 600 mNo. of acetonitrile, and 60.4 g of 4-chlorothiophenol was added thereto followed by lowering the temperature to 10 C . 66.1 mi of diisopropylethylamine was added to the resulting solution, and reacted for 2 hours while maintaining the temperature at room temperature. 100 mi of dichloromethane and 300 mi of water were added to the resulting mixture to separate layer, and the resulting aqueous mixture was extracted with 300 mi of dichloromethane. The organic layer was dried over magnesium sulfate, concentrated under a reduced pressure, and crystallized at 5 C in 305 mi of isopropanol and 122 mi of water to obtain the white title compound (85.6 g). Then, the filtrate was additionally concentrated under a reduced pressure, and crystallized at 5 C in 30 mi of isopropanol to obtain 12.3 g of the title compound (total: 97.9 g, total yield:%). 1H-NMR (300MHz, CDCl3) delta (ppm): 8.61 (IH), 7.47 (4H), 5.34 (IH), 2.04 (3H)

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. 137234-74-3, 4-Chloro-6-ethyl-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANMI PHARM. CO., LTD.; WO2009/20323; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia