1-Bromo-2-methylpropane → 2-chloro-N-(3,5-dimethylpyridin-2-yl)-4-fluoro-N-isobutylbenzenesulfonamide

HRID 594101노트

반응식

HRID 594101 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9]([NH:12][C:13]1[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][N:14]=1)(=[O:11])=[O:10].[CH3:21][C:22](N=C(N(C)C)N(C)C)([CH3:24])[CH3:23].BrCC(C)C>C(#N)C>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9]([N:12]([C:13]1[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][N:14]=1)[CH2:21][CH:22]([CH3:24])[CH3:23])(=[O:10])=[O:11]

참가 물질

5

반응물 3

HCID 65551-Bromo-2-methylpropaneHCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidineHCID 898760782-chloro-N-(3,5-dimethylpyridin-2-yl)-4-fluorobenzenesulfonamide

생성물 1

HCID 898760522-chloro-N-(3,5-dimethylpyridin-2-yl)-4-fluoro-N-isobutylbenzenesulfonamide수율 6.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 2-chloro-N-(3,5-dimethylpyridin-2-yl)-4-fluorobenzenesulfonamide (117 mg, 0.372 mmol) in acetonitrile (4 mL) stirred at room temperature, was added N″-(1,1-dimethylethyl)-N,N,N′,N′-tetramethylguanidine (127 mg, 0.743 mmol). The reaction mixture was stirred at room temperature for 1 hour, then 1-bromo-2-methylpropane (0.081 mL, 0.743 mmol) was added. The reaction vessel was sealed and heated under microwaves at 150° C. for 30 minutes. The solvent was evaporated in vacuo and the crude was purified by mass directed autoprep (ammonium carbonate modifier) to give the title compound (8.4 mg). LCMS (2 min, High pH) Rt 1.45 min, m/z (ES+) 371 (M+H).

후처리

  1. customThe reaction vessel was sealed
  2. temperatureheated under microwaves at 150° C. for 30 minutes
  3. customThe solvent was evaporated in vacuo
  4. customthe crude was purified by mass

출처 및 근거

ORD 기록
ord-cda3364511ab466e8b95b633ae361bfd
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242972B2

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