反应 #66071

ord-7ded72baff6e4dc2a6c0f5caf89b3cd0

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
C=Cc1ccncc1
4-vinylpyridine
O=S(=O)([O-])[O-].[Mg+2]
MgSO4
C(=C\c1cccc2c3c([nH]c12)C1CCN(CC1)C3)/c1ccncc1
title compound
C(=C\c1cccc2c3c([nH]c12)C1CCN(CC1)C3)/c1ccncc1
7-[(E)-2-pyridin-4-ylvinyl]-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 (100 mg, 0.34 mmol), 4-vinylpyridine (144 mg, 1.37 mmol; Aldrich) and MgSO4 (83 mg, 0.69 mmol) were combined and processed as described in Example 1D to provide the title compound: 1H NMR (400 MHz, methanol-d4) δ ppm 1.97-2.22 (m, 4 H), 3.03-3.12 (m, 2 H), 3.13-3.18 (m, 1 H), 3.21-3.29 (m, 2 H), 4.24 (s, 2 H), 7.04 (t, J=7.6 Hz, 1 H), 7.24 (d, J=16.5 Hz, 1 H), 7.31 (dd, J=7.8, 0.8 Hz, 1 H), 7.44 (d, J=7.6 Hz, 1 H), 7.59-7.69 (m, 2 H), 7.94 (d, J=16.5 Hz, 1 H), 8.46-8.50 (m, 2 H); MS (APCI) m/z 316 (M+H)+.

来源

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