The product is 7-Chloro-1H-pyrazolo[4,3-d]pyrimidine, a fused bicyclic heteroaromatic ring system that merges a pyrazole and a pyrimidine with a chlorine atom at the 7‑position. The scaffold presents three sp²‑hybridized nitrogen atoms — two in the pyrimidine ring and one in the pyrazole — which can act as hydrogen‑bond acceptors, while the pyrazole N–H serves as a donor. The chlorine is activated for nucleophilic aromatic substitution (SₙAr) and palladium‑catalyzed cross‑couplings, making this compound a central intermediate for the synthesis of kinase inhibitors, particularly those that target the ATP‑binding site.
7-Chloro-1H-pyrazolo[4,3-d]pyrimidine is a versatile core scaffold in the discovery of protein kinase inhibitors, where it serves as a hinge‑binding motif analogous to pyrrolo[2,3‑d]pyrimidine but with a distinct hydrogen‑bond pattern. The chlorine of 7-Chloro-1H-pyrazolo[4,3-d]pyrimidine is readily displaced with amines, alkoxides, or boronic acids to generate 7‑substituted‑1H‑pyrazolo[4,3‑d]pyrimidines in a single step. Numerous patent applications feature 7-Chloro-1H-pyrazolo[4,3-d]pyrimidine as a key intermediate in the preparation of JAK, CDK, and PI3K inhibitors, as well as antiviral agents. Because 7-Chloro-1H-pyrazolo[4,3-d]pyrimidine is a crystalline solid, it can be accurately weighed and handled without special precautions, facilitating both high‑throughput parallel synthesis and pilot‑scale campaigns.
Product Parameters
Parameter
Specification
Product Name
7-Chloro-1H-pyrazolo[4,3-d]pyrimidine
CAS Number
923282-64-8
Molecular Formula
C₅H₃ClN₄
Molecular Weight
154.56 g/mol
Appearance
White to pale yellow crystalline powder
Melting Point
>250 °C (dec.)
Purity (HPLC)
≥98.0%
Solubility
Soluble in DMF, DMSO; sparingly soluble in methanol, ethyl acetate
Storage Condition
Room temperature or 2–8 °C, sealed, dry environment
Shelf Life
36 months under recommended conditions
Quality Assurance at Cosperpharm
Each batch undergoes:
● Gas chromatography (GC) – purity ≥97.0%
● Non‑aqueous titration – purity ≥97.0%
● Refractive index – confirmatory analysis
● ¹H NMR – structural verification
● Appearance – colorless to light yellow to light orange clear liquid
A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.
Storage Conditions
Store 7-Chloro-1H-pyrazolo[4,3-d]pyrimidine at room temperature (15–25 °C) or 2–8 °C in a tightly closed container, protected from light and moisture. The compound is stable under these conditions for at least 36 months.
Application Scenarios
1.JAK Inhibitor Core
Used as the central heterocycle in selective JAK2 and JAK3 inhibitors for autoimmune diseases.
2.CDK Inhibitor Programs
Serves as the hinge‑binding motif for cyclin‑dependent kinase inhibitors in oncology.
3.Antiviral Agent Discovery
Incorporated into nucleoside analogs targeting viral polymerases of HCV and RSV.
4.High‑Throughput Library Production
The chlorine is displaced in parallel with diverse amines to create a focused kinase inhibitor library.
5.Chemical Biology Probes
Functionalized with linkers for affinity chromatography or PROTAC development.
Contact Us
If this pyrazolo‑pyrimidine scaffold aligns with your current kinase or antiviral program, reach out to Cosperpharm’s heterocycle product manager — we can arrange a virtual meeting to discuss your specifications and provide a comprehensive technical proposal.
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