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

HRID 849948ノート

反応式

HRID 849948 の反応式
[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

参加物

4

反応物 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 193654823-{4-Chloro-2-fluoro-5-[(methoxycarbonyl)methoxy]phenyl}-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-95d60403f6ab4d72896ac14b5c481e51
出典データセット
uspto-grants-2000_01
特許番号
US06015774

反応ノート

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