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

HRID 594101ノート

反応式

HRID 594101 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-cda3364511ab466e8b95b633ae361bfd
出典データセット
uspto-grants-2016_01
特許番号
US09242972B2

反応ノート

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