反应 #66090

ord-ff3250d744a5464d96a838caa109497c

反应方程式

Brc1cccc2c3c([nH]c12)C1CCN(CC1)C3
product
Brc1cccc2c3c([nH]c12)C1CCN(CC1)C3
7-bromo-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole
OB(O)c1cccnc1
pyridine-3-boronic acid
c1cncc(-c2cccc3c4c([nH]c23)C2CCN(CC2)C4)c1
title compound
c1cncc(-c2cccc3c4c([nH]c23)C2CCN(CC2)C4)c1
7-(pyridin-3-yl)-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

反应条件

详细条件
See reaction.notes.procedure_details.

实验过程

The product of Example 1B (80 mg, 0.28 mmol) and pyridine-3-boronic acid (36 mg, 0.29 mmol; Aldrich) were processed as described in Example 4 to provide the title compound: 1H NMR (300 MHz, methanol-d4) δ ppm 2.00-2.14 (m, 4 H), 3.01-3.15 (m, 3 H), 3.20-3.28 (m, 2 H), 4.27 (s, 2 H), 7.04-7.09 (m, 1 H), 7.12 (t, J=7.3 Hz, 1 H), 7.37 (dd, J=7.5, 1.4 Hz, 1 H), 7.56 (dd, J=7.8, 5.1 Hz, 1 H), 8.05-8.12 (m, 1 H), 8.55 (dd, J=4.9, 1.5 Hz, 1H), 8.77-8.79 (m, 1 H); MS (ESI+) m/z 290 (M+H)+.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08524703B2uspto-grants-2013_09