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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907132Generated: November 1, 2026

Triethylamine → N-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]methanesulfonamide

https://huagongshe.com/reaction/907132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant2-(4-aminophenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrileHCID 11601736—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]methanesulfonamideHCID 5942518768%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2-(4-aminophenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrile (70 mg, 0.24 mmol), prepared as described in Example 1Ga, step B in THF (3 mL) was cooled to 0° C. and treated with triethylamine (0.04 mL, 0.31 mmol) and methanesulfonylchloride (0.02 mL, 0.29 mmol) at stirred, warming to room temperature overnight. The reaction mixture was then diluted with H2O and extracted with ethyl acetate (3×). The organic phase was washed with H2O and saturated NaCl, dried and concentrated and purified by flash chromatography using EtOAc/hexanes (30-50%) to afford 60 mg (68%) of N-[4-(3-Cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-methanesulfonamide as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08013006B2
Source datasetuspto-grants-2011_09
ORD IDord-b26efe6ac5c84cc19399f8109d95c818
Source noteuspto-grants-2011_09