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

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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 2-methylphenylboronic acid (136 mg, 1.0 mmol) to afford after chromatographic purification the title compound (90 mg, 46%). 1H NMR (CDCl3, 300 MHz) δ 7.11–7.18 (m,4H), 6.82 (s, 1H), 6.77 (s, 1H), 3.86–4.30 (m, 2H), 3.58–3.64 (m, 1H), 2.76–3.42 (m, 7H), 2.20 (s, 3H), 1.70–1.85 (m, 2H), 1.40 (s, 9H) ppm. MS-ApCI: 391 [M+H+].

Provenance & Evidence