Dimethylformamide → 1-(1-{[4-Fluoro-3-(trifluoromethyl)phenyl]sulfonyl}-5-methoxy-1H-indol-4-yl)-N,N-dimethylmethanamine

HRID 1159839

反応式

HRID 1159839 の反応式
[CH3:1][O:2][C:3]1[C:4]([CH2:12][N:13]([CH3:15])[CH3:14])=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2.CN(C=O)C.[F:21][C:22]1[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][C:23]=1[C:32]([F:35])([F:34])[F:33]>>[F:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([N:8]2[C:9]3[C:5](=[C:4]([CH2:12][N:13]([CH3:14])[CH3:15])[C:3]([O:2][CH3:1])=[CH:11][CH:10]=3)[CH:6]=[CH:7]2)(=[O:29])=[O:30])=[CH:24][C:23]=1[C:32]([F:35])([F:33])[F:34]

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 27375494-Fluoro-3-(trifluoromethyl)benzenesulfonyl ChlorideHCID 68715707(5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amine2 回

生成物 1

HCID 595135621-(1-{[4-Fluoro-3-(trifluoromethyl)phenyl]sulfonyl}-5-methoxy-1H-indol-4-yl)-N,N-dimethylmethanamine収率 10%

実験手順

To a solution of 1-(5-methoxy-1H-indol-4-yl)-N,N-dimethylmethanamine (15 mg, 0.07 mmol; Intermediate 97) in DMF (1 mL) NaH (4 mg, 0.15 mmol) was added at rt. The reaction mixture was stirred at rt for 15 min and 4-fluoro-3-(trifluoromethyl)benzenesulphonyl chloride (29 mg, 0.11 mmol) was added. The reaction mixture was allowed to stir at rt over night. The reaction was quenched by addition of water. Purification by preparative HPLC/UV (System B) afforded the title product (3 mg, 8%) as a white solid. MS (ESI+) for C19H18F4N2O3S m/z 431 (M+H)+.

後処理

  1. stirringto stir at rt over night
  2. customThe reaction was quenched by addition of water
  3. customPurification by preparative HPLC/UV (System B)

出典と根拠

ORDレコード
ord-637210515f6f4a45b81aa53c6b7b399e
出典データセット
uspto-grants-2010_10
特許番号
US07812017B2

関連ノート

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