Synthesis of 6-(2-hydroxybenzoyl)pyrazolo[1,5-a]pyrimidines by reaction of 5-amino-1h-pyrazoles and 3-formylchromone
✍ Scribed by Jairo Quiroga; Diana Mejía; Braulio Insuasty; Rodrigo Abonía; Manuel Nogueras; Adolfo Sánchez; Justo Cobo; J. N. Low
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2002
- Tongue
- English
- Weight
- 41 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Reaction of 3‐formylchromone (1) with 5‐amino‐1__H__‐pyrazoles (2) in ethanol, afforded 6‐(2‐hydroxy‐benzoyl)pyrazolo[1,5‐a]pyrimidines (3a‐g) in good yields. The structures and the regiospecificity of the reaction were established by nmr measurements and X‐ray analysis, in which soft intermolecular hydrogen‐bonded networks were found.
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## Abstract A convenient four‐step synthesis of the aminobicyclopyrazolone hydrochloride **1**·HC1 was achieved starting from di‐__tert__‐butyl hydrazodiformate **(8)**. The route entails cyclization of **8** with 1,3‐dibromopropane under phase transfer conditions followed by deprotection of 1,2‐di
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
A series of novel sulfone-containing pyrazolo [1,5-a] pyrimidines (2-3) andpyrazolo[5,1-d][1,2,3,5]tetrazine-4(3H)-ones (5a-5k) were designed and efficiently synthesized, some of which have been identified as being potential rape inhibitors. These results widen the structural diversity of rape inhib