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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445175Generated: October 29, 2026

Chloroacetyl chloride → 2-chloro-N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-acetamide

https://huagongshe.com/reaction/445175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
ReactantWater methylene chlorideHCID 21908982—
Reactant1-(3-amino-benzyl)-4-(4-isopropyl-phenyl)-6-propargyloxy-1H-quinazolin-2-oneHCID 45141623—
SolventDichloromethaneHCID 6344—
Product2-chloro-N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-acetamideHCID 4514162495.7%

Reaction Steps

A solution of 200 mg (0.47 mmol) 1-(3-amino-benzyl)-4-(4-isopropyl-phenyl)-6-propargyloxy-1H-quinazolin-2-one in 3 ml CH2Cl2 is treated at 0° C. with 41 μl (0.52 mmol; 1.1 eq.) chloroacetyl chloride and 79 μl (0.57 mmol; 1.2 eq.) triethylamine. The mixture is allowed to come to rt. Extractive work-up with water/CH2Cl2 yields 225 mg (95%) of a yellow solid. m.p. 170-172° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476286B2
Source datasetuspto-grants-2013_07
ORD IDord-8a0fc7913ed149bbb42727aa3cb98fbe
Source noteuspto-grants-2013_07