Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133032Generated: October 26, 2026

Chloroacetyl chloride → 2-Chloro-N-{4-[4-((R)-1-phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]benzyl}-acetamide

https://huagongshe.com/reaction/133032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
Reactant[6-(4-Aminomethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-((R)-1-phenyl-ethyl)-amineHCID 59756727—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-N-{4-[4-((R)-1-phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]benzyl}-acetamideHCID 69181468—

Reaction Steps

A mixture of 0.21 g (0.6 mmol)[6-(4-aminomethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-((R)-1-phenyl-ethyl)-amine and 94 μl (0.67 mmol) triethylamine in 5 ml dry THF is treated dropwise with a solution of chloro-acetyl chloride (51 μl, 0.64 mmol) in 0.5 ml of dry THF at RT. After stirring for 30 min small amounts of insoluble material is removed by filtration and the filtrate is evaporated. The residue is purified by flash chromatography using ethyl acetate/methanol 100:2 to 100:4 as eluent. The title compound is obtained as light brown solid HPLC tR=9.36 min; MS-ES+: (M+H)+=420.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390805B2
Source datasetuspto-grants-2008_06
ORD IDord-65a3a94cbd38480da95c05b1e2c2ee43
Source noteuspto-grants-2008_06