Potassium Carbonate → HCID 11428061, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-bromopyridine-2-carboxylic acid (71 mg, 0.35 mmol), potassium carbonate (53 mg, 0.39 mmol), 3-tert-butyl-1-(2-methylphenyl)-1H-pyrazol-5-amine (80 mg, 0.35 mmol) (Intermediate F), and copper (II) acetate (1.3 mg, 0.007 mmol) in DMF (1 mL) was heated (150° C.) in a sealed tube for 16 h. The mixture was cooled to rt, filtered through with a silica gel plug using ethyl acetate as eluent. The mixture was concentrated to dryness and subjected to HPLC purification using a gradient elution from 30% to 90% acetonitrile in water to afford 2.8 mg (2.3%) of the desired product. 1H NMR (300 MHz, CD3OD) δ 8.11 (dd, 2H), 7.79 (dd, 1H), 7.32-7.45 (m, 4H), 6.45 (s, 1H), 2.11 (s, 3H), 1.40 (s, 9H); ES-MS m/z 351.0 (MH+), HPLC RT (min) 2.46.

Provenance & Evidence