Methanol → HCID 86649682, compound

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Reaction Steps

A mixture of [4-(4-{4-[2-(4-benzyloxy-3-formylaminophenyl)-2-(R)-hydroxyethylamino]butyl}phenyl)butyl]carbamic acid benzyl ester (8) (84 mg, 0.14 mmol), palladium dihydroxide (28 mg, 10% Pd(OH)2 on carbon, 50% wet), three drops of acetic acid, methanol (5 mL), and dichloromethane (5 mL) was stirred at rt for 16 h under atmospheric hydrogen pressure. The catalyst was filtered through a Celite pad and the filtrate was concentrated by rotary evaporation and further dried under high vacuum to give the desired amine diacetic acid salt 11 as a yellow solid (69 mg, 99%): 1H NMR (500 MHz, CD3OD) δ 1.68 (m, 8H), 1.93 (s, 6H), 2.63 (m, 4H), 2.91 (m, 2H), 3.08 (m, 4H), 4.83 (m, 1H), 6.88 (d, 1H), 7.05 (d, 1H), 7.11 (s, 4H), 8.10 (s, 1H), 8.30 (s, 1H); m/z (ESI) 400 [C23H33N3O3+H]+.

Provenance & Evidence