Diisopropylethylamine → 2-Fluoro-5-(prop-2-yn-1-ylcarbamoyl)benzene-1-sulfonyl chloride

HRID 630612노트

반응식

HRID 630612 반응식
[CH2:1]([NH2:4])[C:2]#[CH:3].CCN(C(C)C)C(C)C.[Cl:14][S:15]([C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][C:26]=1[F:27])[C:21](Cl)=[O:22])(=[O:17])=[O:16]>C(Cl)Cl>[F:27][C:26]1[CH:25]=[CH:24][C:20]([C:21](=[O:22])[NH:4][CH2:1][C:2]#[CH:3])=[CH:19][C:18]=1[S:15]([Cl:14])(=[O:17])=[O:16]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 239041PropargylamineHCID 581074393-(Chlorosulfonyl)-4-fluorobenzoyl chloride

생성물 1

HCID 867153592-Fluoro-5-(prop-2-yn-1-ylcarbamoyl)benzene-1-sulfonyl chloride수율 87%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Propargylamine (0.67 mL, 10.5 mmol) and DIEA (1.83 mL, 10.5 mmol) in DCM (10 mL) were added dropwise to 3-(chlorosulfonyl)-4-fluorobenzoyl chloride (2) in DCM (10 mL) at 0° C. The mixture was allowed to warm to room temperature and stirred for 15 minutes. The reaction was washed with 2N HCl and brine, dried (MgSO4) and evaporated. The residue was purified by Biotage flash column chromatography (30% EtOAc/Hep) to give product as an oil (2.52 g, 87%).

후처리

  1. washThe reaction was washed with 2N HCl and brine
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. customThe residue was purified by Biotage flash column chromatography (30% EtOAc/Hep)

출처 및 근거

ORD 기록
ord-3543529839de4fa48c61e3344adf6efe
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315542B2

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