Methanol → HCID 22172613, compound

Participants

Reaction Steps

Formula 507 where R1, R3 and R4 are H; R6 is Isopropyl; R6′ is H; W, Y and Z are —C═; and X is —N═: To a solution of MeOH and H2O (2:1, 150 mL) and 4-(2-benzyloxycarbonylamino-3-methyl-butyrylamino)-nicotinic acid methyl ester (10.5 g, 27.2 mmol) was added sodium hydroxide (2.18 g, 54.5 mmol). The mixture was stirred for 1 hour, after which silica gel (20 g) was added into the solution. After letting this mixture stir for 10 minutes, the silica gel was filtered off and the solvents were evaporated under reduced pressure. The corresponding carboxylic acid of Formula 507, 4-(2-benzyloxycarbonylamino-3-methyl-butyrylamino)-nicotinic acid (10.0 g, 99%) was obtained in sufficient purity to be carried forward for use in the next step. MS (Cl) M/E: 372.3.

Provenance & Evidence