Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159843Generated: October 25, 2026

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

https://huagongshe.com/reaction/1159843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-Chloro-4-fluorobenzenesulphonyl chlorideHCID 145222—
Reactant(5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amineHCID 68715707—
Product1-{1-[(3-Chloro-4-fluorophenyl)sulfonyl]-5-methoxy-1H-indol-4-yl}-N,N-dimethylmethanamineHCID 5951354714.4%

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 3-chloro-4-fluorobenzene-1-sulfonyl chloride (25 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 (4 mg, 14%) as a white solid. MS (ESI+) for C18H18ClFN2O3S m/z 397 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812017B2
Source datasetuspto-grants-2010_10
ORD IDord-52ec87b012444beba3a53b3996b07081
Source noteuspto-grants-2010_10