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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354754Generated: October 31, 2026

Chloroacetyl chloride → (R)-2-chloro-N-[4-(3-dimethylaminopyrrolidin-1-yl)phenyl]acetamide

https://huagongshe.com/reaction/1354754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
Reactant[(R)-1-(4-aminophenyl)pyrrolidin-3-yl]dimethylamineHCID 59815627—
SolventDichloromethaneHCID 6344—
Product(R)-2-chloro-N-[4-(3-dimethylaminopyrrolidin-1-yl)phenyl]acetamideHCID 67147914—

Reaction Steps

Triethylamine (2.03 g) was added to a solution of (R)-[1-(4-aminophenyl)pyrrolidin-3-yl]-dimethylamine (3.15 g) in dichloromethane (120 ml), and then chloroacetyl chloride (2.26 g) was added dropwise. After 3 hours, the mixture was diluted with dichloromethane and washed with water and brine. The organic phase was dried over sodium sulfate, filtered and concentrated. The residue was purified by chromatography (silica gel, eluent: methanol/dichloromethane). This resulted in the product with the molecular weight of 281.79 (C14H20ClN3O); MS (ESI): 282 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223788B2
Source datasetuspto-grants-2007_05
ORD IDord-22baf11ed09d44108d9b3591b24caf55
Source noteuspto-grants-2007_05