Phenylboronic Acid → tert-butyl (6aS,10aR)-2-phenyl-4,5,7,8,10,10a-hexahydropyrido[4,3-b]pyrrolo [3,2,1-hi]indole-9(6aH)-carboxylate

Participants

Reaction Steps

The title compound was prepared by the method of Example 89 step C from tert-butyl (6aS,10aR)-2-bromo-4,5,7,8,10,10a-hexahydropyrido[4,3-b]pyrrolo[3,2,1-hi]indole-9(6aH) carboxylate (189 mg, 0.5 mmol) and phenylboronic acid (122 mg, 1.0 mmol) to afford after chromatographic purification the title compound (74 mg, 20%). 1H NMR (CDCl3, 300 MHz) δ7.49 (d, 2H, J=7.7 Hz), 7.34-7.40 (m, 2H), 7.25-7.30 (m, 1H), 7.20 (s, 1H), 7.15 (s, 1H), 3.85-3.95 (m, 1H), 3.68-3.70 (m, 1H), 3.24-3.52 (m, 4H), 2.84-3.22 (m, 4H), 1.82-1.94 (m, 2H), 1.49 (s, 9H) ppm. MS-APCI: 377 [M+H+].

Provenance & Evidence