Dimethyl Sulfoxide → HCID 59985490, 화합물

HRID 23934노트

반응식

HRID 23934 반응식
[F:1][C:2]1[CH:3]=[C:4]([C@@H:8]([NH:12][C:13](=[O:15])[CH3:14])[CH2:9][CH2:10][OH:11])[CH:5]=[CH:6][CH:7]=1.CS(C)=O.C(N(CC)CC)C>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([C@@H:8]([NH:12][C:13](=[O:15])[CH3:14])[CH2:9][CH:10]=[O:11])[CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 59985487N-[(1S)-1-(3-Fluorophenyl)-3-hydroxypropyl]acetamide

생성물 1

HCID 59985490HCID 59985490, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Pyridine sulfur trioxide complex (37.7 g, 237 mmol) was added portionwise over 20 minutes to a stirred cold (0° C.) solution of N-[(1S)-1-(3-fluorophenyl)-3-hydroxypropyl]acetamide (25 g, 118 mmol), DMSO (16.5 ml, 233 mmol) and triethylamine (33 ml, 237 mmol) in dichloromethane (240 ml). After two hours stirring at room temperature, solvent was evaporated under reduced pressure and the residue applied directly to a silica gel column. Eluting with a gradient system starting with ethyl acetate:dichloromethane (50:50 by volume) then ethyl acetate:dichloromethane (80:20 by volume) and finally ethyl acetate gave the title compound as a colourless oil which solidified on standing (13.9 g).

후처리

  1. customsolvent was evaporated under reduced pressure
  2. washEluting with a gradient system

출처 및 근거

ORD 기록
ord-2632265afe964a43bf960e376dbd2309
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855724B2

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