What Is 3-(Pyrimidin-5-yl)prop-2-yn-1-ol?

3-(Pyrimidin-5-yl)prop-2-yn-1-ol (Aladdin SKU: P692429; molecular formula C₇H₆N₂O; MW 134.14 g/mol) is a small heterocyclic molecule featuring a pyrimidine ring connected at position 5 via a propargyl linker to a primary alcohol. This compound belongs to the propargylic alcohol class of reagents and is valued in synthetic and medicinal chemistry for its dual reactivity: the terminal alkyne is available for metal-catalysed cross-coupling reactions (e.g., Sonogashira coupling) and copper-catalysed azide–alkyne cycloaddition (CuAAC click chemistry), while the hydroxyl group can be further elaborated by oxidation, esterification, or protection strategies.

The electron-deficient pyrimidine ring contributes to the compound's utility as a pharmacophore-containing building block, particularly in the design of kinase inhibitors and other biologically active molecules where pyrimidine is a privileged scaffold.

Handling, Storage, and Safety

As with most propargylic alcohols, 3-(Pyrimidin-5-yl)prop-2-yn-1-ol should be handled under standard laboratory precautions. Key recommendations include:

• Storage: Store in a tightly sealed container at 2–8 °C under inert atmosphere (nitrogen or argon) away from moisture and light to minimise oxidation and decomposition of the alkyne moiety. Confirm exact storage conditions on the product label and Certificate of Analysis (CoA).
• Personal protective equipment: Use appropriate gloves, safety glasses, and a laboratory coat. Handle in a well-ventilated area or fume hood.
• Moisture sensitivity: Propargylic alcohols can be sensitive to prolonged exposure to air; re-seal promptly after use.
• Disposal: Dispose of waste in accordance with local regulations for organic chemical waste.

Consult the Safety Data Sheet (SDS) available from Aladdin Scientific before first use for full hazard classification, first-aid measures, and regulatory information.

Common Synthetic Applications

3-(Pyrimidin-5-yl)prop-2-yn-1-ol is employed across several synthetic strategies:

1. Sonogashira Cross-Coupling: The terminal alkyne reacts with aryl or vinyl halides in the presence of a palladium/copper catalyst system to form internal alkynes, enabling rapid library synthesis of biaryl and heteroaryl acetylene derivatives.
2. CuAAC Click Chemistry: Reaction with organic azides under copper(I) catalysis affords 1,2,3-triazoles bearing the pyrimidine pharmacophore, widely used in fragment-based drug discovery.
3. Oxidation to Aldehyde/Carboxylic Acid: The primary alcohol can be oxidised to the corresponding ynal or ynoic acid, providing additional synthetic handles for further transformations.
4. O-Functionalisation: Esterification or etherification of the alcohol enables production of prodrug candidates or protected intermediates.

These versatile transformations make this compound a useful entry point for accessing structurally diverse pyrimidine-containing scaffolds in drug discovery programmes.

Purity, Grade, and Quality Assurance

Aladdin Scientific supplies 3-(Pyrimidin-5-yl)prop-2-yn-1-ol (SKU P692429) as a research-grade reagent. Each batch is accompanied by a Certificate of Analysis (CoA) specifying the analytical purity determined by standard techniques such as HPLC or NMR. Researchers should:

• Download and review the CoA for the specific lot number received before use.
• Verify purity requirements against the intended application — reactions sensitive to impurities (e.g., metal-catalysed couplings) may require additional purification.
• Contact Aladdin Scientific technical support if custom purity grades or bulk quantities are required.

For regulatory or GMP requirements, this product is intended for research use only and is not certified for pharmaceutical manufacturing or clinical use without further qualification.

Ordering and Customer Service

3-(Pyrimidin-5-yl)prop-2-yn-1-ol is available directly from Aladdin Scientific under SKU P692429. To place an order:

• Visit the Aladdin Scientific website and search by product name or SKU P692429.
• Select the required pack size and add to cart; registered account holders can access volume pricing and promotional discounts.
• For purchase orders, blanket orders, or institutional accounts, contact the Aladdin sales team directly.
• Expedited shipping options are available; delivery timelines depend on destination and stock availability — check the product page for current lead times.
• Returns and refunds are handled according to Aladdin Scientific's standard returns policy; contact customer service within the applicable window if the product is damaged or does not meet specification.

For technical questions about this compound, reach out to Aladdin Scientific's technical support team, who can advise on handling, solubility, and compatible reaction conditions.