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ChemicalBook CAS DataBase List 4-OXO-4H-PYRIDO[1,2-A]PYRIMIDINE-3-CARBOXYLIC ACID HYDROBROMIDE

4-OXO-4H-PYRIDO[1,2-A]PYRIMIDINE-3-CARBOXYLIC ACID HYDROBROMIDE synthesis

3synthesis methods
-

Yield:34662-58-3 85.5%

Reaction Conditions:

with hydrogenchloride for 6 h;Reflux;

Steps:

3 4.1.3 4-Oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid (4a)

A solution of the ester (3a) (10 g, 5.2 mmol) in conc. HCl (15 ml) was refluxed for 6 h. The reaction mixture was cooled to RT to get a solid precipitate. The solid precipitate was filtered, washed with ether and dried to get compound (4a) as a dark brown solid (8 g, 85.5%), mp. 268 °C (decomp.) [Lit. 16 265 °C (decomp.)]. Rf 0.1 (EtOAc). IR (KBr): 3091, 1757, 1677, 1636, 1519, 1483, 1275, 1247 cm-1. 1H NMR: 7.67-7.71 (m, 1H, Ar-H), 7.97-8.00 (d, 1H, Ar-H), 8.31-8.35 (m, 1H, Ar-H), 8.96 (s, 1H, Ar-H), 9.22-9.23 (d, 1H, Ar-H). MS: (m/z) 191 (M++1).

References:

Mane;Li;Huang;Gupta;Nadkarni;Giridhar;Naik;Yadav [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 21,p. 6296 - 6304]

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