Reaktion #480906

ord-ef15a90277444f2fa9bcd11f13edad8f

Reaktionsgleichung

CC(C)(C)OC(=O)N1CCN(c2ncc(-c3ccc(F)cc3)cn2)CC1
4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylic acid tert-butyl ester
CC(C)(C)OC(=O)N1CCN(c2ncc(Br)cn2)CC1
4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylic acid tert-butyl ester
N#Cc1ccc(B(O)O)cc1
4-cyanobenzeneboronic acid
→
CC(C)(C)OC(=O)N1CCN(c2ncc(-c3ccc(C#N)cc3)cn2)CC1
title compound
Ausbeute 68.0%
CC(C)(C)OC(=O)N1CCN(c2ncc(-c3ccc(C#N)cc3)cn2)CC1
4-[5-(4-Cyanophenyl)pyrimidin-2-yl]piperazine-1-carboxylic acid tert-butyl ester
Ausbeute 68.0%

Edukte

CC(C)(C)OC(=O)N1CCN(c2ncc(-c3ccc(F)cc3)cn2)CC1
4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylic acid tert-butyl ester
CC(C)(C)OC(=O)N1CCN(c2ncc(Br)cn2)CC1
4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylic acid tert-butyl ester
N#Cc1ccc(B(O)O)cc1
4-cyanobenzeneboronic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigePrepared

Vorschrift

Prepared according to the method for the preparation of 4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylic acid tert-butyl ester, from 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (1.00 g) and 4-cyanobenzeneboronic acid (0.47 g), to yield the title compound as a white solid (0.72 g, 68%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06809100B2uspto-grants-2004_10