Reaktion #358048

ord-db4962fe037c4376adad64fb6f0a6cea

Reaktionsgleichung

CN(C)C=O
DMF
Nc1n[nH]c(-c2ccccc2)c1Br
4-Bromo-5-phenyl-1H-pyrazol-3-ylamine
O=C([O-])[O-].[K+].[K+]
K2CO3
COc1cc(N2CCN(C(=O)CCl)CC2)ccc1Cl
2-Chloro-1-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-ethanone
COc1cc(N2CCN(C(=O)Cn3nc(N)c(Br)c3-c3ccccc3)CC2)ccc1Cl
title compound
COc1cc(N2CCN(C(=O)Cn3nc(N)c(Br)c3-c3ccccc3)CC2)ccc1Cl
2-(3-Amino-4-bromo-5-phenyl-pyrazol-1-yl)-1-[4-(4-chloro-3-methoxyphenyl)-piperazin-1-yl]-ethanone

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Protocol T was followed using 4-Bromo-5-phenyl-1H-pyrazol-3-ylamine, K2CO3, 2-Chloro-1-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=1/4) afforded the title compound as white solid. 1H NMR (400 MHz, CDCl3): 7.78-7.84 (d, 2H), 7.32-7.42 (m, 3H), 7.18-7.22 (d, 1H), 6.44-6.48 (d, 1H), 6.36-6.42 (dd, 1H), 4.94 (s, 2H), 4.28 (s, 2H), 3.88 (s, 3H), 3.76-3.86 (m, 4H), 3.12-3.18 (m, 4H). 13C NMR (400 MHz, CDCl3): 164.6, 154.8, 150.2, 144.6, 130, 128.2, 128, 126.4, 109.2, 102, 56, 51, 50, 49.6, 45.6, 42.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07449576B1uspto-grants-2008_11