Dimethylformamide → 1-{5-Methoxy-1-[(2-methoxy-4-methylphenyl)sulfonyl]-1H-indol-4-yl}-N,N-dimethylmethanamine

HRID 1159849노트

반응식

HRID 1159849 반응식
[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.[CH3:21][O:22][C:23]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:24]=1[S:30](Cl)(=[O:32])=[O:31]>>[CH3:1][O:2][C:3]1[C:4]([CH2:12][N:13]([CH3:14])[CH3:15])=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([S:30]([C:24]1[CH:25]=[CH:26][C:27]([CH3:29])=[CH:28][C:23]=1[O:22][CH3:21])(=[O:32])=[O:31])[CH:7]=[CH:6]2

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 113450482-Methoxy-4-methylbenzene-1-sulfonyl chlorideHCID 68715707(5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amine2회

생성물 1

HCID 595135581-{5-Methoxy-1-[(2-methoxy-4-methylphenyl)sulfonyl]-1H-indol-4-yl}-N,N-dimethylmethanamine수율 18.4%

실험 절차

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-methoxy-4-methylbenzenesulfonyl chloride (24 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 (5 mg, 17%) as a white solid. MS (ESI+) for C20H24N2O4S m/z 389 (M+H)+.

후처리

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

출처 및 근거

ORD 기록
ord-94beff075cf541afad1d9cf9dc3e62c1
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812017B2

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