Trimethyl borate → (1-(3-chloro-2-methylbenzyl)-2-(fluoromethyl)-6-morpholino-1H-benzo[d]imidazol-4-yl)boronic acid

Participants

Reaction Steps

The titled compound was prepared from 4-(4-bromo-1-(3-chloro-2-methylbenzyl)-2-(fluoromethyl)-1H-benzo[d]imidazol-6-yl)morpholine (300 mg, 0.663 mmol) using Method A with trimethylborate to give the product (9.1 mg, 0.020 mmol, 3.09% yield) after lyophilization from water. 1H NMR (400 MHz, METHANOL-d4) δ ppm 2.53 (s, 3H) 3.20 (d, J=4.80 Hz, 4H) 3.81-3.86 (m, 4H) 5.75 (s, 1H) 5.83 (s, 2H) 5.86-5.90 (m, 1H) 6.44-6.49 (m, 1H) 6.99-7.03 (m, 1H) 7.09 (s, 1H) 7.39 (s, 1H) 7.58 (s, 1H); LC/MS: MS (ES+) m/e 418 [M+H]+.

Provenance & Evidence