反应 #66077

ord-23ec6be4ce24413ab7c8ab563a4c20f8

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.Cl
4-ethynylpyridine hydrochloride
O=S(=O)([O-])[O-].[Mg+2]
MgSO4
C(#Cc1cccc2c3c([nH]c12)C1CCN(CC1)C3)c1ccncc1
title compound
C(#Cc1cccc2c3c([nH]c12)C1CCN(CC1)C3)c1ccncc1
7-(pyridin-4-ylethynyl)-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-ethynylpyridine hydrochloride (144 mg, 1.03 mmol; Aldrich) and MgSO4 (83 mg, 0.69 mmol) were combined and processed as described in Example 3 to provide the title compound: 1H NMR (400 MHz, methanol-d4) δ ppm 2.05-2.16 (m, 4 H), 3.03-3.14 (m, 2 H), 3.18-3.22 (m, 1 H), 3.22-3.29 (m, 2 H), 4.26 (s, 2 H), 7.03 (t, J=7.6 Hz, 1 H), 7.29 (dd, J=7.5, 0.8 Hz, 1 H), 7.41 (dd, J=7.9, 0.9 Hz, 1 H), 7.62-7.66 (m, 2 H), 8.53-8.58 (m, 2 H); MS (APCI) m/z 314 (M+H)+.

来源

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