Methyl 4-(4-chloro-3-ethoxy-5-(pentan-3-yloxy)benzamido)benzoate → 4-(4-Chloro-3-ethoxy-5-(pentan-3-yloxy)benzamido)benzoic acid

Participants

Reaction Conditions

Reaction Steps

4-(4-Chloro-3-ethoxy-5-(pentan-3-yloxy)benzamido)benzoic acid (AAA-114) (50 mg, 65%) was prepared from methyl 4-(4-chloro-3-ethoxy-5-(pentan-3-yloxy)benzamido)benzoate (11) (76 mg, 0.18 mmol) using a procedure essentially the same as in step (ii) for AAA-001 except that dioxane (2 mL) was used instead of THF and the mixture was stirred at 50° C. for 2 h: m/z 406 [M+H]+ (ES+), 404 [M−H]− (ES−); 1H NMR (400 MHz, DMSO-d6) δ: 12.79 (1H, br s), 10.46 (1H, s), 7.99-7.93 (2H, m), 7.91-7.82 (2H, m), 7.27 (2H, dd), 4.46 (1H, quin), 4.20 (2H, q), 1.71-1.64 (4H, m), 1.39 (3H, t), 0.93 (6H, t).

Provenance & Evidence