Triethylamine → HCID 86758604, compound

Participants

Reaction Steps

3-{[5-(Adamantan-1-yloxymethyl)-2-cyclohexyl-1H-imidazole-4-carbonyl]-amino}-benzoic acid (Example 216) (910 mg, 1.90 mmol) was reacted with O-benzylhydroxylamine hydrochloride (455 mg, 2.85 mmol) in the presence of triethylamine (0.40 ml, 2.85 mmol) according to the procedure of Example 20, step d. The crude material was purified by flash column chromatography (silica, DCM/methanol 95:5) to afford a colourless foam (910 mg, 84%). 1H NMR (300MHz, CDCl3) 9.25 (1H, br s), 9.06 (1H, s), 8.64 (1H, s), 8.01 (1H, s), 7.84 (1H, m), 7.41 (6H, m), 5.06 (2H, s), 4.98 and 4.81 (2H, 2×s), 2.72 (1H, m), 2.19 (3H, br s), 2.07 (2H, m), 1.90-1.36 (20H, m).

Provenance & Evidence