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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159839Generated: October 25, 2026

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

https://huagongshe.com/reaction/1159839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-Fluoro-3-(trifluoromethyl)benzenesulfonyl ChlorideHCID 2737549—
Reactant(5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amineHCID 68715707—
Product1-(1-{[4-Fluoro-3-(trifluoromethyl)phenyl]sulfonyl}-5-methoxy-1H-indol-4-yl)-N,N-dimethylmethanamineHCID 5951356210%

Reaction Steps

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)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812017B2
Source datasetuspto-grants-2010_10
ORD IDord-637210515f6f4a45b81aa53c6b7b399e
Source noteuspto-grants-2010_10