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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372620Generated: October 31, 2026

Methanol → 2,4-Dichloro-6-methoxypyrimidine

https://huagongshe.com/reaction/2372620

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 numberUS05099019
Source datasetuspto-grants-1992_03
ORD IDord-8cf4f15bad334dc3a133a544216dc968
Source noteuspto-grants-1992_03