Description

3-Bromo-2-methoxy-6-methylpyridine (CAS No. 717843-47-5) is a high-purity heterocyclic compound with the molecular formula C₇H₈BrNO. This brominated pyridine derivative is a versatile building block widely used in pharmaceutical synthesis, agrochemical development, and advanced material research. The compound features a reactive bromine substituent at the 3-position and a methoxy group at the 2-position, making it ideal for cross-coupling reactions such as Suzuki, Stille, or Buchwald-Hartwig couplings. With a molecular weight of 202.05 g/mol, it is supplied as a crystalline solid with ≥95% purity (HPLC) and is rigorously tested for consistency in research applications. Proper storage at 2-8°C under inert conditions ensures long-term stability.

Properties

• CAS Number: 717843-47-5
• Complexity: 110
• IUPAC Name: 3-bromo-2-methoxy-6-methyl-pyridine
• InChI: InChI=1S/C7H8BrNO/c1-5-3-4-6(8)7(9-5)10-2/h3-4H,1-2H3
• InChI Key: KSFXMDCBPCLNCM-UHFFFAOYSA-N
• Exact Mass: 200.97893
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.05
• SMILES: CC1=NC(=C(C=C1)Br)OC
• Topological: 22.1
• Monoisotopic Mass: 200.97893
• Synonyms: 3-Bromo-2-methoxy-6-methylpyridine, 717843-47-5, DTXSID40620665, DTXCID70571419, 804-901-7, 3-Bromo-2-methoxy-6-picoline, 3-bromo-2-methoxy-6-methyl-pyridine, MFCD04112515, Pyridine, 3-bromo-2-methoxy-6-methyl-, SCHEMBL1672587, SCHEMBL17671170, SCHEMBL25289101, KSFXMDCBPCLNCM-UHFFFAOYSA-N, AKOS015834123, GS-5692, SY024903, CS-0101598

3-Bromo-2-methoxy-6-methylpyridine serves as a key intermediate in the synthesis of active pharmaceutical ingredients (APIs) and ligand systems for catalysis. Its reactive bromine moiety enables efficient functionalization via palladium-catalyzed coupling reactions, while the methoxy group offers additional sites for derivatization. Researchers utilize this compound in medicinal chemistry for scaffold diversification and in material science for constructing conjugated organic frameworks. It is particularly valuable in developing kinase inhibitors and other small-molecule therapeutics.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Skin Irrit. 2 (50%)
• Eye Dam. 1 (100%)
• STOT SE 3 (50%)

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