HCID 86663779, compound → HCID 66831356, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 3-bromo-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carbaldehyde (2.14 g, 8.46 mmol) in THF (85 mL) was added methylmagnesium bromide (3M in Et2O, 5.64 mL, 16.92 mmol) drop wise at 0° C. The mixture was allowed to warm to 9° C. over 4.5 h, when the reaction was quenched with sat. aq NH4Cl (50 mL), water (50 mL) and extracted with EtOAc (2×50 mL). The combined organic extract were washed with water(50 mL), brine(50 mL), dried over Na2SO4, filtered and cond under reduced pressure to give a dark brown solid, which was purified by silica gel column chromatography using 0-60% EtOAc in Hexane to give the desired product 3-bromo-2-(1-hydroxyethyl)-4H-pyrido[1,2-a]pyrimidin-4-one as a yellow solid: 1HNMR (400 MHz, DMSO-d6): δ 8.94-8.99 (dd,1H), 8.00-8.06 (m,1H), 7.76-7.78 (dd,1H), 7.40-7.47 (m,1H), 5.3(s,1H), 5.0 (m,1H).

Provenance & Evidence