Bicarbonate Ion → HCID 178428229, compound

Participants

Reaction Steps

To a stirred solution of 6-chloro-N-(3-methyl-1H-pyrazol-5-yl)-2-(methylthio)pyrimidin-4-amine (8 g, 31.19 mmol) in MeOH (200 ml) cooled in an ice bath was added portionwise a slurry of oxone (44 g, 71.73 mmol) in water (100 ml) over 10 minutes. The reaction mixture was stirred at this temperature for a further 30 minutes before being allowed to warm up to room temperature for 2 hours. The solid, isolated by filtration, was stirred vigorously in a 1:1 mixture of water and saturated bicarbonate solution. The solid was then filtered and dried in a pistol under vacuo to afford the title compound as a yellow solid (7.17 g, 80% yield). 1H NMR (DMSO D6, 400 MHz) δ2.23 (3H, s), 3.32 (3H, s), 5.80-8.10 (2H, br m), 10.92 (1H, br s), 12.26 (1H, br s); MS (ES+) 288, (ES−) 286.

Provenance & Evidence