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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642376Generated: October 31, 2026

2-Aminothiazole → 7-Methyl-5H-(1,3)thiazolo(3,2-a)pyrimidin-5-one

https://huagongshe.com/reaction/1642376

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminothiazoleHCID 2155—
ReactantEthyl AcetoacetateHCID 8868—
Reactant6-(3,5-Difluorophenyl)-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-oneHCID 66753471—
SolventAcetic AcidHCID 176—
Product7-Methyl-5H-(1,3)thiazolo(3,2-a)pyrimidin-5-oneHCID 597065—

Reaction Steps

A solution of 2-aminothiazole (50 g, 499.301 mmol), ethyl acetoacetate (96 ml, 748.885 mmol) and acetic acid (400 ml) was reacted together according to the procedure described in Intermediate 3, Step 1 to afford a crude product which was purified by silica gel column chromatography using 1% methanol in chloroform to give 40 g of the product as a white solid; 1H NMR (300 MHz, CDCl3) δ 2.38 (s, 3H), 6.15 (s, 1H), 6.95 (d, J=4.8 Hz, 1H), 7.94 (d, J=4.8 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119647B2
Source datasetuspto-grants-2012_02
ORD IDord-b7f64078e95c4237918e47578244a91b
Source noteuspto-grants-2012_02