Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769900Generated: October 31, 2026

Methanol → 2,4-Dichloro-6-methoxypyrimidine

https://huagongshe.com/reaction/1769900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiethyl EtherHCID 3283—
Reactant2,4,6-TrimethylpyridineHCID 7953—
Reactant2,4,6-TrichloropyrimidineHCID 77378—
SolventTetrahydrofuranHCID 8028—
Product2,4-Dichloro-6-methoxypyrimidineHCID 3824509—

Reaction Steps

A solution of 2,4,6-trichloropyrimidine (55 g), methanol (50 ml) and collidine (50 g) is heated in dry tetrahydrofuran (400 ml) for 48 hr. Ether is added and the precipitate is collected. The precipitate is column chromatographed on silica gel to give 6-methoxy-2,4-dichloropyrimidine. This product is mixed with morpholine in THF and stirred at 20°-25° to give 6-methoxy-2-morpholino-4-chloropyrimidine. The 6-methoxy-2-morpholino-4-chloropyrimidine is heated with piperazine in pyridine at 60° for 24 hr to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05382661
Source datasetuspto-grants-1995_01
ORD IDord-012d1c14df904cd09988054b7427fce6
Source noteuspto-grants-1995_01