Synthesis and Reactions of Trifluoromethyl‐Substituted 1,3,5‐Triazines

Author:

Jeon Woohyung1,Baiazitov Ramil1ORCID,Chierchia Matteo1ORCID,Niederer Kyle1ORCID,Ren Hongyu1,Moon Young‐Choon1ORCID,Gilbert Bradley B.1ORCID

Affiliation:

1. Department of Chemistry PTC Therapeutics 1013 US-202/206 Bridgewater NJ USA 08807

Abstract

AbstractA variety of di‐ and trifluoromethyl‐s‐triazines are prepared following straightforward synthetic protocols from simple, commercially available starting materials. Trichloromethyl‐substituted triazine electrophiles are obtained in good yield and react with amine nucleophiles to afford aminotriazine products in good to excellent yield. The nucleophilic aromatic substitution reaction is broad in scope and proceeds smoothly with both aromatic and aliphatic (primary, secondary, and branched) amines in the presence of non‐participating functional groups including alcohols, carboxylic acids, indoles, and common amine protecting groups. Furthermore, most reactions require only a catalytic amount of 4‐DMAP with no stoichiometric base and are complete within two hours at ambient temperature.

Funder

PTC Therapeutics

Publisher

Wiley

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Drug Discovery,Biochemistry,Catalysis

Reference28 articles.

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