Reaction #73772

ord-1e32dd87fc1f41d295495ed17120d020

Reaction equation

CNC(=O)CC(c1ccc(-c2cn[nH]c2)cc1)c1ccc(F)c(F)c1
9B
CNC(=O)CC(c1ccc(-c2cn[nH]c2)cc1)c1ccc(F)c(F)c1
3-(3,4-Difluoro-phenyl)-N-methyl-3-[4-(1H-pyrazol-4-yl)-phenyl]-propionamide
Clc1cc[c]([Mg][Br])cc1
4-chlorophenylmagnesium bromide
NC(=O)CC(c1ccc(Cl)cc1)c1ccc(-c2cn[nH]c2)cc1
title compound
NC(=O)CC(c1ccc(Cl)cc1)c1ccc(-c2cn[nH]c2)cc1
3-(4-Chloro-phenyl)-3-[4-(1H-pyrazol-4-yl)-phenyl]-propionamide

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

By following the procedure described in Example 9A and 9B but substituting 3,4-difluorophenylmagnesium bromide for 4-chlorophenylmagnesium bromide, the title compound was obtained. LC/MS: (PS-A2) Rt 2.54 [M+H]+ 326. 1H NMR (Me-d3-OD) δ 2.95 (2H, d), 4.53 (1H, t), 7.27 (6H, m), 7.50 (2H, d), 7.91 (2H, s).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08541461B2uspto-grants-2013_09