2-Iodo-4-methoxypyrimidine | CAS 262353-35-5 | 98% | White to Light Yellow Crystalline Powder | Pyrimidine Building Block / Pharmaceutical Intermed

1. Product Overview

2-Iodo-4-methoxypyrimidine (CAS 262353-35-5), systematically named 2-iodo-4-methoxypyrimidine, is a halogenated pyrimidine derivative with the molecular formula C₅H₅IN₂O and a molecular weight of 236.01 g/mol. It appears as a white to light yellow crystalline powder at room temperature. This compound features an ortho-iodine substituent amenable to palladium-catalyzed cross-coupling reactions (Suzuki, Sonogashira, Heck) and a 4-methoxy group modulating electronic properties, making it a versatile building block in heterocyclic synthesis and medicinal chemistry—particularly in the construction of pyrimidine-containing kinase inhibitors, antivirals, and agrochemical intermediates. It is supplied exclusively for laboratory research and synthetic use; not intended for clinical, diagnostic, veterinary, food, or cosmetic applications.

2. Key Features and Advantages

• Versatile coupling handle: The C2-iodine undergoes facile Pd(0)-catalyzed cross-couplings (Suzuki–Miyaura, Sonogashira, Stille) for rapid pyrimidine scaffold diversification.

• Stable intermediate: Room-temperature stable as a solid when protected from light; compatible with standard Schlenk-line and inert-atmosphere techniques.

• Moderate purity grades available: Typically 95–98%; sufficient for multi-step organic synthesis and library production; higher purity (≥98%) available upon request.

• Well-suited for parallel synthesis: Enables rapid SAR exploration around the pyrimidine core in kinase inhibitor or nucleoside analog programs.

• Good handling properties: Crystalline solid, easily weighed and dissolved in common organic solvents (DCM, THF, DMF, EtOAc); insoluble in water.

3. Main Applications

• Medicinal chemistry building block: Used in the synthesis of pyrimidine-based kinase inhibitors (e.g., CDK, VEGFR, EGFR scaffolds), antiviral agents (nucleoside analogs), and GPCR ligands.

• Cross-coupling substrate: Employed in Pd-catalyzed arylation/alkynylation at C2 to generate 2-aryl/alkynyl-4-methoxypyrimidines for library synthesis.

• Process & academic research: Intermediate in multi-step routes toward complex N-heterocycles; referenced in J. Org. Chem., Bioorg. Med. Chem. Lett. for pyrimidine SAR studies.

• Custom synthesis starting material: Purchased as a raw material for scale-up or analog synthesis in drug discovery CRO/CDMO settings.

• Teaching & method development: Used in organic chemistry labs to demonstrate heteroaromatic halogen–metal exchange or cross-coupling methodology.

4. Technical Specifications

5. Storage and Handling

• Store the powdered compound sealed under inert atmosphere (N₂ or Ar) if possible, in a cool dry place protected from light; recommended storage at 2–8°C (refrigerated). For long-term storage (>6 months), flush vial with argon/nitrogen before resealing.

• Before opening, allow the sealed vial to warm to room temperature to prevent moisture condensation. Keep container tightly closed when not in use.

• Handle in a well-ventilated area or fume hood. Use personal protective equipment including safety glasses, nitrile gloves, and a lab coat. Avoid inhalation of dust and contact with skin or eyes.

• Intended exclusively for laboratory research and synthetic use by qualified personnel; not for human or veterinary use, food, drug, or cosmetic applications.

6. Safety Overview

• 2-Iodo-4-methoxypyrimidine is an iodinated heteroaromatic intermediate. Treat as potentially hazardous: may cause irritation to eyes, skin, and respiratory system (GHS07; H315/H319/H335). Contains organic iodine—avoid strong heating which may release iodine vapor.

• In case of eye contact, rinse immediately with plenty of running water for at least 15 minutes and seek medical advice. In case of skin contact, wash thoroughly with soap and water.

• If inhaled, move the person to fresh air and keep at rest in a position comfortable for breathing. If ingested, rinse mouth and seek medical attention—do not induce vomiting unless directed by medical personnel.

• Use appropriate engineering controls (fume hood) and personal protective equipment (safety goggles, nitrile gloves, lab coat). Avoid generating dust.

• Dispose of in accordance with local regulations for halogenated organic waste. Do not discharge into drains, waterways, or soil.

• For detailed safety information, refer to the applicable Safety Data Sheet (SDS) prior to handling.