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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690317Generated: November 3, 2026

Triethylamine → N-(1H-indol-3-ylmethyl)-N-methylacrylamide

https://huagongshe.com/reaction/1690317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAcryloyl chlorideHCID 13140—
ReactantN-Methyl-1H-indole-3-methanamineHCID 96388—
SolventDichloromethaneHCID 6344—
ProductN-(1H-indol-3-ylmethyl)-N-methylacrylamideHCID 2213914780.7%

Reaction Steps

Acryloyl chloride (0.33 mL, 4.10 mmole) was added to a solution of 3-(methylaminomethyl)-1H-indole (0.60 g, 3.70 mmole) and Et3N (1.03 mL, 7.40 mmole) in CH2Cl2 (30 mL) at 0° C. The reaction was held at 0° C. for ten minutes, then was stirred overnight at RT. The solution was concentrated in vacuo and the residue was diluted with water. The solution was extracted with ethyl acetate, and the combined organic extracts were washed with brine and dried over Na2SO4. The title compound (0.64 g, 80%) was obtained as a light yellow solid: MS (ES) m/e 215 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153652B2
Source datasetuspto-grants-2012_04
ORD IDord-6368c9b4c80946d4964cb4e05ee84d71
Source noteuspto-grants-2012_04