Réaction #2161268

ord-eaf4bddefe0b472d9a5c8531bfed88f8

Équation de réaction

O=C(O)Cn1nc(-c2ccncc2)cc1Cc1ccc(F)cc1
[5-(4-fluorobenzyl)-3-pyridin-4-yl-1H-pyrazol-1-yl]acetic acid
CC(C)(C)OC(=O)NC1CCNCC1
tert-butyl piperidin-4-ylcarbamate
NC1CCN(C(=O)Cn2nc(-c3ccncc3)cc2Cc2ccc(F)cc2)CC1
title compound
NC1CCN(C(=O)Cn2nc(-c3ccncc3)cc2Cc2ccc(F)cc2)CC1
1-{[5-(4-fluorobenzyl)-3-pyridin-4-yl-1H-pyrazol-1-yl]acetyl}piperidin-4-amine

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

The title compound was prepared as in Example 7, except [5-(4-fluorobenzyl)-3-pyridin-4-yl-1H-pyrazol-1-yl]acetic acid (3.40 g, 10.93 mmol) and tert-butyl piperidin-4-ylcarbamate (2.36 g, 12.02 mmol) were used. The title compound was isolated as an off-white solid, 3.8 g, 90%. 1H NMR (400 MHz, DMSO-D6) δ ppm 8.53 (d, 2 H), 7.66 (d, 2 H), 7.30 (t, 2 H), 7.14 (t, 2 H), 6.51 (s, 1 H), 5.16 (q, 2 H), 4.09 (d, 1 H), 3.94 (s, 2 H), 3.78 (d, 1 H), 3.07 (t, 1 H), 2.68-2.83 (m, 2 H), 1.63-1.79 (m, 2 H), 1.13-1.28 (m, 1 H), 0.99-1.12 (m, 1 H); m/z (APCI+) for C22H24N5OF 394.2 (M+H)+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07919488B2uspto-grants-2011_04