Reaktion #58398

ord-4b8fa3e0c1a6437aa0ab2ff7ae7d41f7

Reaktionsgleichung

COc1ccc(F)cc1C(=O)c1ccc(Cl)nc1N
(2-amino-6-chloropyridin-3-yl)-(5-fluoro-2-methoxyphenyl)methanone
COc1ccc(F)cc1C(=O)c1ccc(Cl)nc1N
(2-Amino-6-chloro-pyridin-3-yl)-(5-fluoro-2-methoxy-phenyl)-methanone
CS(=O)(=O)N1CCC(N)CC1
1-methanesulfonylpiperidin-4-ylamine
→
COc1ccc(F)cc1C(=O)c1ccc(NC2CCN(S(C)(=O)=O)CC2)nc1N
title compound
COc1ccc(F)cc1C(=O)c1ccc(NC2CCN(S(C)(=O)=O)CC2)nc1N
[2-Amino-6-(1-methanesulfonyl-piperidin-4-ylamino)-pyridin-3-yl]-(5-fluoro-2-methoxy-phenyl)-methanone

Edukte

COc1ccc(F)cc1C(=O)c1ccc(Cl)nc1N
(2-amino-6-chloropyridin-3-yl)-(5-fluoro-2-methoxyphenyl)methanone
COc1ccc(F)cc1C(=O)c1ccc(Cl)nc1N
(2-Amino-6-chloro-pyridin-3-yl)-(5-fluoro-2-methoxy-phenyl)-methanone
CS(=O)(=O)N1CCC(N)CC1
1-methanesulfonylpiperidin-4-ylamine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The title compound was prepared from (2-amino-6-chloropyridin-3-yl)-(5-fluoro-2-methoxyphenyl)methanone (Example 19) and 1-methanesulfonylpiperidin-4-ylamine (Step A. Example 6) using the procedure described in Step B. Example 6. HRMS, observed: 423.1502, Calcd for (M+H)+: 423.1497. Ki for cdk4=0.040 μM, cdk2=0.098 μM, and IC50 for HCT116 cell line=9 μM.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07423051B2uspto-grants-2008_09