Guanidine Hydrochloride Catalyzed One‐Pot Multi‐Component Synthesis of Pyrazolopyranopyrimidine

• Published in: ChemistrySelect (Weinheim) 2023-06, Vol.8 (21), p.n/a
• Main Authors: Barkule, Angad B., Gadkari, Yatin U., Salim, Simren S., Lomte, Savita B., Telvekar, Vikas N.
• Format: Article
• Language: English
• Subjects: Aqueous condition; guanidine hydrochloride; multi-component reaction; pyrazolopyranopyrimidine; recyclability
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202300990

An expeditious and highly efficient methodology for the synthesis of pyrazolopyranopyrimidine under aqueous conditions is reported using guanidine hydrochloride as a catalyst. One‐pot multicomponent synthesis from aryl/heterocyclic aldehyde, ethyl acetoacetate, barbituric acid, and hydrazine hydrate to give the final compound in moderate to excellent yield. The recyclability (up to 4 cycles), safe, low cost, and wide stability profile of guanidine hydrochloride fulfil the ideal properties of the catalyst. The current protocol shows several advantages such as its environmentally benign nature, shorter reaction time, high yield, simple work‐up procedure, broad substrate tolerance, absence of hazardous organic solvent, etc. The current protocol reports a one‐pot multicomponent synthesis of pyrazolopyranopyrimidine using guanidine hydrochloride as a catalyst. Interestingly the reaction was performed successfully under aqueous conditions using a simple and easy workup procedure. The methodology was applicable to aromatic, Heteroaromatic, and polyaromatic aldehydes with consistent results. Further, the recycling of the catalyst (up to 4 cycles), shorter reaction times, high yield and eco‐friendly nature are the added advantages of the reported approach.