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Phosphorus Pentoxide in Organic Synthesis, XII. Synthesis of 7H-Pyrrolo[2,3-d]pyrimidin-4-amines

✍ Scribed by Jφrgensen, Anker ;Girgis, Nabih S. ;Pedersen, Erik B.

Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
378 KB
Volume
1985
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

A one‐step synthesis for the preparation of a new series of substituted 7__H__‐pyrrolo[2,3‐d]pyrimidin‐4‐amines 2 is described. The method consists in heating the corresponding pyrrolo [2,3‐d]pyrimidin‐4(3__H__)‐ones 1 in a mixture of phosphorus pentoxide, N,N‐dimethylcyclohexylamine, and the appropriate amine hydrochloride. With aromatic amine hydrochlorides the reaction proceeds smoothly at 200–220°C for 1–4 h, whereas with aliphatic amine hydrochlorides, the reaction takes place at slower rate affording the products 3 in lower yields. With diethylamine hydrochloride, the condensed dimeric product 5 is isolated together with the expected product 3e. The results from pesticide screenings are reported.

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