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 1161301노트

반응식

HRID 1161301 반응식
[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]

참가 물질

4

반응물 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

생성물 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

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-199e4788ccc1414cbfd341656327ebae
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816371B2

반응 노트

불러오는 중…