Ethanol → (R)-2-(3-Fluoro-4-(trifluoromethyl)phenyl)-N-(2-(1-hydroxypropan-2-yl)-6-methyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)acetamide

HRID 1161301ノート

反応式

HRID 1161301 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH2:12][C:13]([NH:15][C:16]2[C:25]([CH3:26])=[CH:24][CH:23]=[C:22]3[C:17]=2[CH:18]=[CH:19][N:20]([C@H:28]([CH3:31])[CH2:29][OH:30])[C:21]3=[O:27])=[O:14])[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].C(O)C>[Pd]>[F:1][C:2]1[CH:3]=[C:4]([CH2:12][C:13]([NH:15][C:16]2[C:25]([CH3:26])=[CH:24][CH:23]=[C:22]3[C:17]=2[CH2:18][CH2:19][N:20]([C@H:28]([CH3:31])[CH2:29][OH:30])[C:21]3=[O:27])=[O:14])[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:9])[F:10]

参加物

4

反応物 2

HCID 702EthanolHCID 25013922(R)-2-(3-fluoro-4-(trifluoromethyl)phenyl)-N-(2-(1-hydroxypropan-2-yl)-6-methyl-1-oxo-1,2-dihydroisoquinolin-5-yl)acetamide

生成物 1

HCID 52912999(R)-2-(3-Fluoro-4-(trifluoromethyl)phenyl)-N-(2-(1-hydroxypropan-2-yl)-6-methyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)acetamide

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

A round bottom flask was charged with (R)-2-(3-fluoro-4-(trifluoromethyl)phenyl)-N-(2-(1-hydroxypropan-2-yl)-6-methyl-1-oxo-1,2-dihydroisoquinolin-5-yl)acetamide (50.0 mg, 0.000114 mol), ethanol (6 mL, 0.1 mol) and palladium, 10% weight on charcoal (1.4 mg, 0.000011 mol) was added and the flask was evacuated and flushes with hydrogen. The evacuation and flushing was repeated two times and the reaction was stirred under an atmosphere of hydrogen (balloon) over night. The reaction mixture was then filtered over cellite and solvent removed under reduced pressure. The residue was then purified by flash chromatography to get the product as white solid.

後処理

  1. additionwas added
  2. customthe flask was evacuated
  3. customThe evacuation and flushing
  4. filtrationThe reaction mixture was then filtered over cellite and solvent
  5. customremoved under reduced pressure
  6. customThe residue was then purified by flash chromatography

出典と根拠

ORDレコード
ord-199e4788ccc1414cbfd341656327ebae
出典データセット
uspto-grants-2010_10
特許番号
US07816371B2

反応ノート

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