Dimethylformamide → HCID 59513622, Verbindung

HRID 1159846Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1159846
[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][CH:25]=[C:24]([F:28])[C:23]=1[S:29](Cl)(=[O:31])=[O:30]>>[F:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=1[S:29]([N:8]1[C:9]2[C:5](=[C:4]([CH2:12][N:13]([CH3:14])[CH3:15])[C:3]([O:2][CH3:1])=[CH:11][CH:10]=2)[CH:6]=[CH:7]1)(=[O:31])=[O:30]

Komponenten

4

Edukt 3

HCID 6228DimethylformamideHCID 27342712,6-Difluorobenzenesulfonyl chlorideHCID 68715707(5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amine2×

Produkt 1

HCID 59513622HCID 59513622, VerbindungAusbeute 24 %

Versuchsvorschrift

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 2,6-difluorobenzenesulphonyl chloride (23 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, 24%) as a white solid. MS (ESI+) for C18H18F2N2O3S m/z 381 (M+H)+.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-40a3d02f39924959be1aa3fb71e9c4b1
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07812017B2

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