HCID 118898597, compound → HCID 117653049, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of the product of Step 1 of EXAMPLE 13, tert-butyl (3R)-3-[{4-[5-(methoxycarbonyl)-1-methyl-1H-pyrazol-4-yl]benzoyl}(3-methylpyridin-2-yl)amino]piperidine-1-carboxylate (0.85 g, 0.59 mmol) in MeOH (2 mL) and potassium hydroxide solution in MeOH (1.67 mL, 1M solution, 1.67 mmol) was heated to 70° C. in a sealed pressure tube for 2 h. The reaction mixture was then concentrated and toluene (10 mL) was added to the mixture. The solvents were evaporated in vacuo and dried under vacuum for 2 h. The solid was then slurried in methyl tert-butyl ether (15 mL) and heptanes (15 mL) for 1 h, collected via filtration and dried under vacuum for 16 h to afford 4-(4-{[(3R)-1-(tert-butoxycarbonyl)piperidin-3-yl](3-methylpyridin-2-yl)carbamoyl}phenyl)-1-methyl-1H-pyrazole-5-carboxylic acid (800 mg, 90%).

Provenance & Evidence