Issue 3, 2013
From the journal:

New Journal of Chemistry

Regioselective N-alkylation with alcohols for the preparation of 2-(N-alkylamino)quinazolines and 2-(N-alkylamino)pyrimidines†

Feng Li,*a   Lin Chen,a   Qikai Kang,a   Jianguang Caia  and  Guangjun Zhua  

* Corresponding authors

a School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, P. R. China
E-mail: fengli@njust.edu.cn
Fax: +86-25-84431939
Tel: +86-25-84317316

Abstract

In the presence of the [Cp*IrCl2]2/NaOH system, the direct N-alkylation of 2-aminoquinazolines and 2-aminopyrimidines with alcohols afforded the N-exosubstituted 2-(N-alkylamino)quinazolines and 2-(N-alkylamino)pyrimidines with 71–96% yields and complete regioselectivities. The protocol is highly attractive because of easily available starting materials, high atom efficiency and environmental friendliness.

Graphical abstract: Regioselective N-alkylation with alcohols for the preparation of 2-(N-alkylamino)quinazolines and 2-(N-alkylamino)pyrimidines

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Article information

DOI
https://doi.org/10.1039/C2NJ41021D
Article type
Paper
Submitted
12 Nov 2012
Accepted
29 Nov 2012
First published
30 Nov 2012

New J. Chem., 2013,37, 624-631

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Regioselective N-alkylation with alcohols for the preparation of 2-(N-alkylamino)quinazolines and 2-(N-alkylamino)pyrimidines

F. Li, L. Chen, Q. Kang, J. Cai and G. Zhu, New J. Chem., 2013, 37, 624 DOI: 10.1039/C2NJ41021D

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