Azane;hydrate → HCID 178474353, 화합물

HRID 2404570노트

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HRID 2404570 반응식
C([O:4][C:5]1[CH:9]=[C:8]([N:10](C(=O)C)[C:11](=[O:13])[CH3:12])[N:7]([C:17]2[CH:22]=[C:21]([S:23][CH2:24][C:25]([F:28])([F:27])[F:26])[C:20]([CH3:29])=[CH:19][C:18]=2[F:30])[N:6]=1)(=O)C.O.N>C(O)C>[C:11]([NH:10][C:8]1[N:7]([C:17]2[CH:22]=[C:21]([S:23][CH2:24][C:25]([F:26])([F:27])[F:28])[C:20]([CH3:29])=[CH:19][C:18]=2[F:30])[N:6]=[C:5]([OH:4])[CH:9]=1)(=[O:13])[CH3:12]

참가 물질

4

반응물 2

HCID 12896473Azane;hydrateHCID 68488136HCID 68488136, 화합물

생성물 1

HCID 178474353HCID 178474353, 화합물수율 91.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

10.6 g of 5-amino-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-hydroxypyrazole was dissolved in 200 mL of toluene, and to this solution, 20.0 g of acetyl chloride was added, followed by reflux with heating for 12 hours. After cooling to room temperature, the solvent was distilled off under reduced pressure, and the obtained residue was purified by column chromatography (developing solvent ethyl acetate:hexane=1:4) to obtain 9.4 g of 3-acetoxy-5-(N,N-diacetylamino)-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}pyrazole. Then, 9.4 g of the obtained 3-acetoxy-5-(N,N-diacetylamino)-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}pyrazole was dissolved in 100 mL of ethanol, and 10 mL of a 25 mass % ammonia water was added, followed by stirring at room temperature for 30minutes. Then, the solvent was distilled off under reduced pressure, and the obtained solid was washed with diisopropyl ether to obtain 7.0 g of 5-acetylamino-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-hydroxypyrazole in the form of white crystals (melting point: 223-225° C.).

후처리

  1. distillationThen, the solvent was distilled off under reduced pressure
  2. washthe obtained solid was washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-a8301ba9b42d49c399cfa14996b93d3b
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08802713B2

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