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ChemicalBook CAS DataBase List 4H-Pyrido[1,2-a]pyrimidin-4-one, 9-bromo-2-hydroxy-7-methyl-
663619-90-7

4H-Pyrido[1,2-a]pyrimidin-4-one, 9-bromo-2-hydroxy-7-methyl- synthesis

4synthesis methods
-

Yield:663619-90-7 88%

Reaction Conditions:

in dichloromethane at 0 - 20; for 48 h;

Steps:

9-Bromo-2-hydroxy-7-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (1)
To a solution of 2-amino-3-bromo-5-methylpyridine (2.25 g, 12 mmol) in CH2Cl2 (25 mL) was added malonyldichloride (1.25 mL, 12.5 mmol) at 0 C. The mixture was stirred at room temperature for 48 h. The yellow solid was collected by filtration, washed with CH2Cl2 (325 mL), and dried under reduced pressure. Compound 1 was obtained as a yellow solid with a yield of 88% (2.75 g). M.p. 209 - 211 C. - 1H NMR ([D6]DMSO, 400 MHz): d = 8.74 (s, 1H, 8-CH), 8.29 (s, 1H, 6-CH), 5.55 (s, 1H, 3-CH), 2.35(s, 3H, 7-CH3) ppm. - HRMS ((+)-ESI): m=z = 254:9793 (calcd. 254.9769 for C9H8BrN2O2, [M+H]+).

References:

Liu, Chunjing;Li, Benyi;Mitscher, Lester [Zeitschrift fur Naturforschung, B: Chemical Sciences,2014,vol. 69,# 7,p. 817 - 822]

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