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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382734Generated: October 27, 2026

Methanol → 5-Morpholin-4-yl-2-phenyl-imidazo[1,2-c]pyrimidin-7-ylamine

https://huagongshe.com/reaction/2382734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPhenacyl bromideHCID 6259—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(Morpholin-4-yl)pyrimidine-4,6-diamineHCID 14339401—
SolventWaterHCID 962—
Product5-Morpholin-4-yl-2-phenyl-imidazo[1,2-c]pyrimidin-7-ylamineHCID 6704197759.8%

Reaction Steps

A mixture of 2-morpholin-4-yl-pyrimidine-4,6-diamine (1.0 g, 5.1 mmol), w-bromoacetophenone (1.02 g, 5.1 mmol), NaHCO3 (473 mg, 6 mmol) and methanol (15 ml) was heated under an atmosphere of argon to reflux (3 h). After cooling, water (10 ml) was added (the gummy precipitate could not be isolated). Methanol was evaporated, the residue was taken up in ethyl acetate, washed (water), and dried (Na2SO4). The solvent was evaporated and the title compound (900 mg, 50%) was isolated from the mixture by column chromatography (silica gel, heptane:ethyl acetate=80:20-60:40). MS (m/e)=296.3 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263584B2
Source datasetuspto-grants-2012_09
ORD IDord-c82ee18527244db391b15243fce1179a
Source noteuspto-grants-2012_09