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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390003Generated: October 30, 2026

Acryloyl chloride → N-(5-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidin-4-yl)-N-(pyrrolidin-1-yl)acrylamide

https://huagongshe.com/reaction/2390003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcryloyl chlorideHCID 13140—
Reactant5-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methyl-N-(pyrrolidin-1-yl)pyrimidin-4-amineHCID 59258981—
SolventDichloromethaneHCID 6344—
SolventDiisopropylethylamineHCID 81531—
ProductN-(5-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidin-4-yl)-N-(pyrrolidin-1-yl)acrylamideHCID 59258866—

Reaction Steps

To a reaction solution of 5-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methyl-N-(pyrrolidin-1-yl)pyrimidin-4-amine (3.14 g, 8.97 mmol) in anhyrous methylene chloride (120 ml) and hunig's base (4.68 ml) was added slowly a solution of acryloyl chloride (0.80 ml, 9.86 mmol) in methylene chloride (30 ml) dropwise at R.T. After stirring at R.T for 60 mins, the reaction mixture was concentrated under reduced pressure and the residue was purified by 120 g column eluted with 40% ethyl acetate:hexane to give the titled product weighted 3.5 g a white solid 97%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273755B2
Source datasetuspto-grants-2012_09
ORD IDord-284543df837a4b89884fe1d7456caf35
Source noteuspto-grants-2012_09