Sodium Hydroxide → HCID 18001299, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-(3-methoxyphenyl)-7-methylimidazo[1,2-a]pyrimidine (5.02 g, 21 mmol) in hydrogen bromide (25 ml of a 30 wt. % solution in acetic acid) was heated at 130° C. for 8 h. A further portion of hydrogen bromide solution was added (25 ml) and heating continued for 16 h. The reaction was cooled to ambient temperature and diluted with ice-cold water (200 ml). The aqueous phase was made neutral with 4N sodium hydroxide then extracted with dichloromethane (2×250 ml). The organics were combined, washed with brine, dried over anhydrous magnesium sulfate, filtered and evaporated to dryness. The residue was triturated with ether to afford 3-(7-methylimidazo[1,2-a]pyrimidin-3-yl)-phenol as a light-grey solid (4.4 g, 93%): m/z (ES+) 226 (M++H).

Provenance & Evidence