Dimethylformamide → 2-({4-[(Dimethylamino)methyl]-5-methoxy-1H-indol-1-yl}sulfonyl)benzonitrile

HRID 1159845ノート

反応式

HRID 1159845 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.[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[S:29](Cl)(=[O:31])=[O:30])#[N:22]>>[CH3:15][N:13]([CH2:12][C:4]1[C:3]([O:2][CH3:1])=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][N:8]2[S:29]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[C:21]#[N:22])(=[O:31])=[O:30])[CH3:14]

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 5223472-Cyanobenzenesulfonyl ChlorideHCID 68715707(5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amine2 回

生成物 1

HCID 595135952-({4-[(Dimethylamino)methyl]-5-methoxy-1H-indol-1-yl}sulfonyl)benzonitrile収率 23.2%

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 2-cyanobenzenesulphonyl chloride (22 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 (6 mg, 22%) as a white solid. MS (ESI+) for C19H19N3O3S m/z 370 (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-81a4715d39f54e6a931a48917915366a
出典データセット
uspto-grants-2010_10
特許番号
US07812017B2

反応ノート

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