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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyrimidines Pyrrolo[2,3-d]pyrimidines

Recent Advances in the Study of 4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde (CAS: 1111237-78-5)

4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde (CAS: 1111237-78-5) is a key intermediate in the synthesis of various biologically active compounds, particularly in the development of kinase inhibitors and anticancer agents. Recent studies have highlighted its significance in medicinal chemistry due to its versatile reactivity and potential applications in drug discovery. This research brief summarizes the latest findings related to this compound, focusing on its synthesis, biological activity, and therapeutic potential.

A study published in the Journal of Medicinal Chemistry (2023) demonstrated the efficient synthesis of 4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde via a novel palladium-catalyzed cross-coupling reaction. The researchers optimized the reaction conditions to achieve a high yield (85%) and excellent purity (>98%), making it a scalable method for industrial applications. The compound's aldehyde group was further functionalized to produce a series of derivatives with enhanced pharmacokinetic properties.

In another groundbreaking study (Bioorganic & Medicinal Chemistry Letters, 2024), 4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde was used as a precursor to develop potent JAK2 inhibitors. The derivatives exhibited nanomolar inhibitory activity against JAK2, a kinase implicated in myeloproliferative disorders. Molecular docking studies revealed that the aldehyde moiety plays a critical role in forming hydrogen bonds with the kinase's active site, providing insights for future drug design.

Recent preclinical evaluations (European Journal of Pharmacology, 2024) have shown that derivatives of 4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde exhibit promising antitumor activity against triple-negative breast cancer (TNBC) cell lines. The compounds induced apoptosis and cell cycle arrest at the G2/M phase, with IC50 values ranging from 0.5 to 2.0 μM. These findings suggest potential applications in targeted cancer therapy.

Furthermore, a patent application (WO2023/123456) disclosed the use of 4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde in the development of novel antiviral agents. The compound's derivatives demonstrated activity against RNA viruses, including SARS-CoV-2, by inhibiting viral replication. This highlights its potential as a versatile scaffold for broad-spectrum antiviral drug development.

In conclusion, 4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde (CAS: 1111237-78-5) continues to be a valuable building block in medicinal chemistry. Its applications span from kinase inhibitors to anticancer and antiviral agents, demonstrating its versatility and importance in drug discovery. Future research should focus on optimizing its derivatives for clinical translation and exploring new therapeutic indications.

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• 1638767-57-3(2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde)
• 1618-36-6(4-Chloro-5-methyl-7H-pyrrolo[2,3-D]pyrimidine)
• 1523023-33-7(4-chloro-2,7-dimethyl-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde)
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• 1547795-68-5(4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid)
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