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

3synthesis methods
-

Yield:34662-59-4 96.7%

Reaction Conditions:

with hydrogenchloride for 2 h;Reflux;

Steps:

8 4.1.8 8-Methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid (4b)

A solution of the ester (3b) (10 g, 4.3 mmol) in conc. HCl (15 ml) was refluxed for 2 h. The reaction mixture was cooled to RT to get a solid precipitate. The solid so obtained was filtered, washed with ether (100 ml) and dried to get 8-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-carboxylic acid (4b) (8.5 g, 96.7%), mp 225 °C [Lit. 18 223 °C]. Rf 0.11(EtOAc). IR (KBr): 2645, 1764, 1696, 1620, 1522, 1393, 1268, 1204 and 1152 cm-1. 1H NMR: 2.62 (s, 3H, CH3), 7.62-7.64 (d, 1H, J = 8.0 Hz, Ar-H), 7.89 (s, 1H, Ar-H), 8.90 (s, 1H, Ar-H), 9.14-9.16 (d, 1H, J = 8.0 Hz, Ar-H), 10.9 (b, 1H, COOH). MS: (m/z) 205 (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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