p-Toluenesulfonic acid monohydrate → 3-{4-Chloro-2-fluoro-5-[(propoxycarbonyl)methoxy]phenyl}-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine

HRID 849948노트

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HRID 849948 반응식
[Cl:1][C:2]1[C:7]([O:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:6][C:5]([C:14]2[C:15](=[O:25])[N:16]([CH3:24])[C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][N:19]=2)=[C:4]([F:26])[CH:3]=1.O.[C:28]1(C)C=CC(S(O)(=O)=O)=C[CH:29]=1>C(O)CC>[Cl:1][C:2]1[C:7]([O:8][CH2:9][C:10]([O:12][CH2:13][CH2:28][CH3:29])=[O:11])=[CH:6][C:5]([C:14]2[C:15](=[O:25])[N:16]([CH3:24])[C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][N:19]=2)=[C:4]([F:26])[CH:3]=1

참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 193654823-{4-Chloro-2-fluoro-5-[(methoxycarbonyl)methoxy]phenyl}-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine2회

생성물 1

HCID 193655083-{4-Chloro-2-fluoro-5-[(propoxycarbonyl)methoxy]phenyl}-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine수율 342%

시약·촉매·용매 1

HCID 10311-Propanol용매

실험 절차

To a solution of 100 mg of 3-{4-chloro-2-fluoro-5-[(methoxycarbonyl)methoxy]phenyl}-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine (present compound 1-165) in 1.0 ml of propanol was added 10 mg of p-toluenesulfonic acid monohydrate, and the mixture was heated under reflux for 5 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and the excess propanol was distilled out under reduced pressure. The residue was subjected to silica gel column chromatography, which afforded 76 mg (yield, 71%) of 3-{4-chloro-2-fluoro-5-[(propoxycarbonyl)methoxy]phenyl}-1-methyl-6-trifluoromethyl-2-oxo -1,2-dihydropyrazine (present compound 1-167).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 hours
  3. customAfter completion of the reaction
  4. distillationthe excess propanol was distilled out under reduced pressure

출처 및 근거

ORD 기록
ord-95d60403f6ab4d72896ac14b5c481e51
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06015774

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