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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 620160Generated: October 30, 2026

Diethyl Ether → 4-(2-(Chloromethyl)pyrimidin-4-yl)morpholine hydrochloride

https://huagongshe.com/reaction/620160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantThionyl ChlorideHCID 24386—
Reactant[4-(Morpholin-4-yl)pyrimidin-2-yl]methanolHCID 14306153—
SolventChloroformHCID 6212—
Product4-(2-(Chloromethyl)pyrimidin-4-yl)morpholine hydrochlorideHCID 22166902—

Reaction Steps

Thionyl chloride (3.4 ml) was added dropwise to a stirred solution of 2-hydroxymethyl-4-morpholinopyrimidine in chloroform (30 ml) cooled in an ice bath. The mixture was allowed to warm to room temperature and left to stand for a further 1.5 hours. The solution was reduced to low volume, and ether added with stirring to give 2-chloromethyl-4-morpholinopyrimidine hydrochloride (3.8 g) as a crystalline solid, m.p. 214°-6°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04820708
Source datasetuspto-grants-1989_04
ORD IDord-871bef018daf47bc95a92fd8040463e7
Source noteuspto-grants-1989_04