5,7-Dichloropyrazolo[1,5-a]pyrimidine-3-carbonitrile

5,7-Dichloropyrazolo[1,5-a]pyrimidine-3-carbonitrile is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.

This fused heterocycle is primarily used as a versatile building block and intermediate in medicinal- and agro‑chemistry. The pyrazolo[1,5‑a]pyrimidine core is a privileged scaffold in drug discovery (notably for kinase, GPCR and other enzyme-targeted programs), so the 5,7‑dichloro derivative is employed for rapid SAR elaboration: the two chloro sites enable selective cross‑coupling (Suzuki, Buchwald–Hartwig, etc.) to install diverse (hetero)aryl, alkyl or amino substituents, while the 3‑carbonitrile provides a synthetic handle for conversion to amides, tetrazoles, amidines or primary/secondary amines. Chemists use it to build small‑molecule libraries, design kinase‑inhibitor-like heterocycles, and prepare advanced intermediates for antiviral, anticancer or anti‑inflammatory candidates. Beyond pharma, it can serve in agrochemical discovery programs and in heterocyclic method development (ligand/ catalyst testing, heterocycle functionalization studies) and as a compact heteroaromatic unit in materials research where electron‑deficient aromatic systems are desired.

The compound combines synthetic reactivity with useful physicochemical features. The two chlorine atoms give predictable, orthogonal sites for palladium‑ or copper‑mediated couplings, enabling rapid diversification and high‑throughput analog synthesis. The nitrile at C‑3 is a compact, lipophilicity‑modulating functionality that is synthetically flexible (convertible to multiple polar groups) and can act as a hydrogen‑bond acceptor in target binding. The fused pyrazolo‑pyrimidine ring imparts planarity and heteroatom content that often enhances target affinity and metabolic stability; halogenation at 5 and 7 typically increases lipophilicity and can improve cell permeability and binding potency in SAR campaigns. Chemically, the scaffold tolerates common reaction conditions used in medicinal chemistry, facilitating scale‑up of promising leads. For practical use, it supports efficient, convergent routes to novel NCEs while allowing fine control over electronic and steric properties during optimization.

5,7‑Dichloropyrazolo[1,5‑a]pyrimidine‑3‑carbonitrile is a high‑utility heterocyclic intermediate for discovery chemistry. Its combination of orthogonally addressable halogen positions, a convertible nitrile, and a biologically relevant fused heteroaromatic core makes it ideal for rapid analogue generation and lead optimization in drug and agrochemical programs. When used appropriately (with standard lab safety and waste precautions for halogenated heterocycles), it accelerates SAR work and provides a robust starting point for creating molecules with improved potency, selectivity and ADME properties.

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