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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50826Generated: October 27, 2026

Formamide → 6-chloro-3H,4H-pyrido[3,4-d]pyrimidin-4-one

https://huagongshe.com/reaction/50826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantWaterHCID 962—
Reactant5-Amino-2-chloro-isonicotinic acidHCID 22736791—
Product6-chloro-3H,4H-pyrido[3,4-d]pyrimidin-4-oneHCID 13548052586%

Reaction Steps

A solution of 5-amino-2-chloropyridine-4-carboxylic acid (8.1 g, 4.7 mmol) in formamide (100 mL) is stirred at 140° C. for 12 h. Dilution of the cooled mixture with water gives a precipitate of 6-chloro-3H-pyrido[3,4-d]pyrimidin-4-one (7.3 g, 86% yield). 1H NMR (DMSO) δ 12.73 (1H, m), 8.90 (1H, d, J=0.7 Hz), 8.23 (1H, s), 7.97 (1H, d, J=0.7 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713484B2
Source datasetuspto-grants-2004_03
ORD IDord-a83c821d0d274b2b90e8ba6c05f3e65f
Source noteuspto-grants-2004_03