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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2252767Generated: November 1, 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/2252767

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 numberUS07323469B2
Source datasetuspto-grants-2008_01
ORD IDord-89053fd02bcd4ac188274cdf000892c8
Source noteuspto-grants-2008_01