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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907135Generated: October 31, 2026

Acetyl chloride → HCID 59430709, compound

https://huagongshe.com/reaction/907135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
Reactant2-(4-aminophenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrileHCID 11601736—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59430709HCID 5943070971.2%

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 acetyl chloride (0.02 mL, 0.29 mmol) and 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 57 mg (71%) of N-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]acetamide as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08013006B2
Source datasetuspto-grants-2011_09
ORD IDord-d19e096b769b4076b0d98506cc8506f7
Source noteuspto-grants-2011_09