Synthesis of isomeric triazolopyrrolopyrimidines
✍ Scribed by Chaitanya G. Dave; Rina D. Shah
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2000
- Tongue
- English
- Weight
- 325 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0022-152X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
4‐Hydrazino‐7__H__‐pyrrolo[2,3‐d]pyrimidines (4) were cyclocondensed with formic acid or triethyl orthoformate to give 7__H__‐1,2,4‐triazolo[1,5‐c]pyrrolo[3,2‐e]pyrimidines (5) and 7__H__‐1,2,4‐triazolo[4,3‐c]pyrrolo‐[3,2‐e]pyrimidines (6) respectively. The [4,3‐c]‐isomers (6) were rearranged into thermodynamically more stable [1,5‐c]‐isomers (5). The identical compounds (5) were prepared using another route by reacting 3‐amino‐4‐imino‐7__H__‐pyrrolo[2,3‐d]pyrimidines (3) with formic acid or triethylorthoformate. Reaction of 2‐amino‐3‐cyanopyrroles (1) with triethyl orthoformate followed by hydrazinolysis afforded (3) via the formation of N‐ethoxymethylene‐2‐amino‐3‐cyanopyrroles (2).
📜 SIMILAR VOLUMES
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v
## Abstract 4‐Hydrazino‐7__H__‐pyrrolo[2,3‐__d__]pyrimidines **4** were cyclocondensed with formic acid or triethyl orthoformate to give 7__H__‐pyrrolo[3,2‐__e__][1,2,4]triazolo[1,5‐__c__]pyrimidines **6** and 7__H__‐pyrrolo[3,2‐__e__][1,2,4]triazolo[4,3‐__c__]pyrimidines **7**, respectively. The [