常见问题(FAQs)

Methyl 1H-Pyrazole-4-carboxylate HCl: Key Facts & FAQs

Methyl 1H-pyrazole-4-carboxylate hydrochloride is a versatile heterocyclic building block widely used in medicinal chemistry and organic synthesis for the preparation of pyrazole-containing pharmaceutical intermediates and agrochemical scaffolds.

Product Name
Methyl 1H-pyrazole-4-carboxylate hydrochloride
SKU / Catalog Number
M734566
Chemical Class
Pyrazole carboxylic acid methyl ester, hydrochloride salt
Primary Application
Heterocyclic building block for pharmaceutical and agrochemical synthesis
Physical Form
Solid (typically white to off-white powder or crystalline solid)
Storage Recommendation
Store in a cool, dry, well-ventilated area away from moisture and incompatible materials

What Is Methyl 1H-Pyrazole-4-carboxylate Hydrochloride?

Methyl 1H-pyrazole-4-carboxylate hydrochloride (Aladdin SKU: M734566) is the hydrochloride salt form of methyl pyrazole-4-carboxylate, a five-membered nitrogen-containing heterocyclic compound. The pyrazole ring system bears a methyl ester substituent at the 4-position, and conversion to the hydrochloride salt improves the solid-state stability and handleability of the compound compared with the free base.

As a member of the pyrazole family, this compound serves as a key scaffold in drug discovery programs, where the pyrazole motif is frequently found in anti-inflammatory, antifungal, and kinase-inhibitor drug candidates. It is also employed as a versatile intermediate in the preparation of more complex heterocyclic architectures via N-alkylation, ester hydrolysis, amide coupling, or further functionalization of the ring system.

Handling, Safety, and Storage Guidelines

As with all laboratory reagents, appropriate personal protective equipment (PPE) — including nitrile gloves, safety spectacles, and a laboratory coat — should be worn when handling Methyl 1H-pyrazole-4-carboxylate hydrochloride. Work should be performed in a well-ventilated fume hood to avoid inhalation of dust or aerosols.

The hydrochloride salt form is generally more hygroscopic than the free base; therefore, containers should be resealed promptly after use and stored in a cool, dry environment. Long-term storage under inert atmosphere (nitrogen or argon) may help maintain compound integrity. Refer to the product Safety Data Sheet (SDS) provided by Aladdin Scientific for full hazard classification, first-aid measures, and disposal guidance before use.

Typical Applications in Synthetic Chemistry

Methyl 1H-pyrazole-4-carboxylate hydrochloride finds broad utility as a synthetic building block in several key reaction classes:

  • N-Alkylation and N-Arylation: The NH of the pyrazole ring can be selectively alkylated or arylated under basic conditions to introduce diversity at the nitrogen positions, enabling the construction of N-substituted pyrazole libraries.
  • Ester Hydrolysis and Amide Coupling: The methyl ester can be saponified to the corresponding carboxylic acid, which is then amenable to standard amide bond formation (e.g., using HATU, EDC/HOBt) to yield pyrazole-4-carboxamide derivatives relevant to medicinal chemistry programs.
  • Metal-Catalyzed Cross-Coupling: After appropriate functionalization of the ring, the compound can participate in Suzuki–Miyaura, Buchwald–Hartwig, or other palladium-catalyzed transformations.
  • Agrochemical Synthesis: Pyrazole-4-carboxylate esters are recognized pharmacophores in fungicide development, making this compound a useful intermediate for agrochemical research.

Ordering, Purity, and Quality Assurance

Methyl 1H-pyrazole-4-carboxylate hydrochloride is available from Aladdin Scientific under catalog number M734566. Researchers should consult the current product page or contact Aladdin's technical support team for up-to-date information on available pack sizes, purity specifications (typically confirmed by NMR, HPLC, and/or elemental analysis), lot-specific Certificates of Analysis (CoA), and current pricing.

For bulk or custom quantities, Aladdin Scientific's custom synthesis and bulk supply services may be able to accommodate project-specific requirements. Procurement teams should reference the SKU M734566 in all purchase orders to ensure accurate fulfillment.

Frequently asked questions

What is the difference between methyl 1H-pyrazole-4-carboxylate and its hydrochloride salt?

The free base form is the neutral compound, whereas the hydrochloride salt is formed by protonation of the pyrazole nitrogen with hydrochloric acid. The salt form typically exhibits improved solid-state stability, easier weighing, and better shelf-life under ambient conditions compared with the sometimes oil-forming or hygroscopic free base. Both forms provide the same pyrazole-4-carboxylate core for synthetic transformations, though the salt form requires a neutralization step (e.g., treatment with a base such as triethylamine or K₂CO₃) before reactions requiring the free base.

How should I store Methyl 1H-pyrazole-4-carboxylate hydrochloride to maximize its shelf life?

Store the compound in a tightly sealed container in a cool, dry, and well-ventilated area, away from light, moisture, and incompatible reagents such as strong bases or oxidizers. Because the hydrochloride salt can be hygroscopic, it is advisable to store it under an inert atmosphere (nitrogen or argon blanket) and to use desiccants such as silica gel or molecular sieves in the storage area. Always consult the lot-specific Certificate of Analysis and the product SDS for any additional storage requirements.

Can Methyl 1H-pyrazole-4-carboxylate hydrochloride be used directly in amide coupling reactions?

The methyl ester group in this compound is not directly reactive in amide coupling reactions without prior hydrolysis. To generate a pyrazole-4-carboxamide, the methyl ester must first be saponified (e.g., using LiOH or NaOH in aqueous THF or MeOH) to yield the corresponding carboxylic acid, which can then be coupled with an amine using standard peptide coupling reagents such as HATU, EDC/HOBt, or DPPA. Additionally, the hydrochloride salt form requires neutralization with a base before initiating these transformations.

What analytical methods are used to confirm the purity of M734566?

Standard quality control methods for this type of compound typically include proton and carbon NMR spectroscopy (to confirm structural identity), HPLC (to quantify purity), and may include elemental analysis or mass spectrometry. Lot-specific Certificates of Analysis (CoA) from Aladdin Scientific will detail the exact analytical methods and results applied to each batch. Customers are encouraged to request a CoA before or at the time of ordering.

Is Methyl 1H-pyrazole-4-carboxylate hydrochloride suitable for use as a reference standard?

Suitability as a reference standard depends on the purity grade of the specific lot and the analytical requirements of the assay. Researchers requiring reference-standard-grade material should contact Aladdin Scientific to confirm available purity levels, request a CoA, and verify that the lot meets their specific acceptance criteria. For regulated analytical applications, additional characterization or certified reference material (CRM) grade products may be required.

References

  1. Comprehensive Heterocyclic Chemistry III, Elsevier. Chapter on Pyrazoles — general properties, reactivity, and synthetic utility of pyrazole carboxylate esters.
  2. Aladdin Scientific Product Page, M734566 — Methyl 1H-pyrazole-4-carboxylate hydrochloride. Certificate of Analysis and Safety Data Sheet available on request.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.

目录: 常见问题(FAQs)

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产品仅供科研与开发使用,不用于人体、动物、诊断或治疗。

引用本文

阿拉丁科学.《Methyl 1H-Pyrazole-4-carboxylate HCl: Key Facts & FAQs》. 阿拉丁知识库,更新于 2026年9月22日。 https://www.aladdin-e.com/zh_cn/faqs/methyl-1h-pyrazole-4-carboxylate-hydrochloride-faq-en.html
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