反应 #66074

ord-0b0514e413b245cab2a6a1abe9a874ec

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
CC1(C)OB(/C=C/c2ccc(F)cc2F)OC1(C)C
trans-2-(2,4-difluorophenyl)vinylboronic acid pinacol ester
Fc1ccc(/C=C/c2cccc3c4c([nH]c23)C2CCN(CC2)C4)c(F)c1
title compound
Fc1ccc(/C=C/c2cccc3c4c([nH]c23)C2CCN(CC2)C4)c(F)c1
7-[(E)-2-(2,4-difluorophenyl)vinyl]-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

A suspension of the product of Example 1B (100 mg, 0.34 mmol) and trans-2-(2,4-difluorophenyl)vinylboronic acid pinacol ester (101 mg, 0.38 mmol; Aldrich) was processed as described in Example 4 to provide the title compound: 1H NMR (400 MHz, methanol-d4) δ ppm 1.98-2.19 (m, 4 H), 3.03-3.17 (m, 3 H), 3.21-3.28 (m, 2 H), 4.24 (s, 2 H), 6.93-7.05 (m, 3 H), 7.25 (d, J=7.6 Hz, 1 H), 7.30 (d, J=16.2 Hz, 1 H), 7.37 (d, J=7.3 Hz, 1 H), 7.63 (d, J=16.5 Hz, 1 H), 7.79-7.88 (m, 1 H); MS (DCI) m/z 351 (M+H)+.

来源

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