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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363923Generated: October 31, 2026

Acetone → 2,2-dimethyl-6-(pyridin-4-yl)-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one

https://huagongshe.com/reaction/2363923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-Amino-5-(pyridin-4-yl)thiophene-2-carboxamideHCID 9920852—
SolventTolueneHCID 1140—
Product2,2-dimethyl-6-(pyridin-4-yl)-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-oneHCID 66743771190.7%

Reaction Steps

A mixture of 3-amino-5-(pyridin-4-yl)thiophene-2-carboxamide (150 mg, 0.68 mmol), p-toluenesulfonic acid monohydrate (50 mg) and acetone (10 mL) in toluene (20 mL) was heated to reflux overnight. After removal of the solvent, the residue was purified by column chromatography on silica gel (MeOH: dichloromethane=1:9) to afford the title compound (130 mg, yield 74%) as an orange solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691828B2
Source datasetuspto-grants-2014_04
ORD IDord-a65f3ce853fb4c5b8929be8ff48f5166
Source noteuspto-grants-2014_04