3-Chloro-4-hydroxyphenylboronic Acid → 6-((1H-1,2,4-triazol-1-yl)methyl)-3''-chloro-4''-hydroxybiphenyl-3-carbonitrile

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Reaction Steps

The title compound was prepared from 15 and 3-chloro-4-hydroxyphenylboronic acid using similar conditions to those described for the synthesis of 19. Chromatography (EtOAc) eluted 52 as a white crystalline solid (0.089 g, 46%), mp 243-245° C.; 1H NMR δH (270 MHz, DMSO-d6) 5.46 (s, 2H), 7.05 (d, J=8.4 Hz, 1H), 7.15-7.23 (m, 2H), 7.44 (d, J=2.2 Hz, 1H), 7.75 (d, J=1.7 Hz, 1H), 7.80 (dd, J=1.7 Hz, 7.9 Hz, 1H), 7.98 (s, 1H), 8.43 (s, 1H) and 10.51 (br s, 1H); LCMS (APCI−) m/z (rel intensity) 311 (35, [37CIM+H]−), 309 (100, [35CIM+H]−); HRMS (ES+) m/z calcd. for C16H12ClN4O [M+H]+: 311.0694, found 311.0689.

Provenance & Evidence