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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159848Generated: November 2, 2026

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

https://huagongshe.com/reaction/1159848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant5-Methyl-1-benzothiophene-2-sulfonyl chlorideHCID 2794771—
Reactant(5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amineHCID 68715707—
Product1-{5-Methoxy-1-[(5-methyl-1-benzothien-2-yl)sulfonyl]-1H-indol-4-yl}-N,N-dimethylmethanamineHCID 5951351927.6%

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 5-methyl-1-benzothiophene-2-sulfonyl chloride (27 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 (8 mg, 27%) as a white solid. MS (ESI+) for C21H22N2O3S2 m/z 415 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812017B2
Source datasetuspto-grants-2010_10
ORD IDord-ab30357e869f4b5191e9b17a1482a319
Source noteuspto-grants-2010_10