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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159849Generated: October 30, 2026

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

https://huagongshe.com/reaction/1159849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-Methoxy-4-methylbenzene-1-sulfonyl chlorideHCID 11345048—
Reactant(5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amineHCID 68715707—
Product1-{5-Methoxy-1-[(2-methoxy-4-methylphenyl)sulfonyl]-1H-indol-4-yl}-N,N-dimethylmethanamineHCID 5951355818.4%

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 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)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812017B2
Source datasetuspto-grants-2010_10
ORD IDord-94beff075cf541afad1d9cf9dc3e62c1
Source noteuspto-grants-2010_10