2-Methoxypyridine CAS 1628-89-3

Introduction：Basic information about 2-Methoxypyridine CAS 1628-89-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2-Methoxypyridine Basic information

• Product Name: 2-Methoxypyridine
• Synonyms: METHYL 2-PYRIDYL ETHER;2-METHOXYPYRIDINE;2-Methoxypyridine98%;2-Methoxypyridine 99%;Methyl pyridin-2-yl ether;2-Methoxyl pyridine;2-Pyridol methyl ether;2-METHOXY PYRIDINE FEMA NO.--------
• CAS: 1628-89-3
• MF: C6H7NO
• MW: 109.13
• EINECS: 216-623-8
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Pyridines derivates;Pyridines;Anisoles, Alkyloxy Compounds & Phenylacetates;Miscellaneous Compounds;Heterocyclic Building Blocks;Pyridine;bc0001;C6
• Mol File: 1628-89-3.mol

2-Methoxypyridine Chemical Properties

• Boiling point: 142 °C (lit.)
• density: 1.038 g/mL at 25 °C (lit.)
• FEMA: 4639 | 2-METHOXYPYRIDINE
• refractive index: n20/D 1.503(lit.)
• Fp: 90 °F
• storage temp.: Inert atmosphere,Room Temperature
• pka: 3.28(at 20℃)
• form: Liquid
• color: Clear colorless to slightly yellow
• Appearance: Colorless to Light yellow clear liquid
• Odor: at 0.10?%?in?propylene glycol. green fermented tea
• Water Solubility: INSOLUBLE
• JECFA Number: 2156
• BRN: 108189
• InChI: 1S/C6H7NO/c1-8-6-4-2-3-5-7-6/h2-5H,1H3
• InChIKey: IWTFOFMTUOBLHG-UHFFFAOYSA-N
• SMILES: COc1ccccn1
• LogP: 1.32
• CAS DataBase Reference: 1628-89-3(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2-methoxy-(1628-89-3)

Safety Information

• Hazard Codes: Xi,F
• Risk Statements: 10-36/37/38
• Safety Statements: 26-36-16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• HS Code: 29339900
• Storage Class: 3 - Flammable liquids
• Hazard Classifications: Eye Irrit. 2 Flam. Liq. 3 Skin Irrit. 2 STOT SE 3

2-Methoxypyridine Usage And Synthesis

Chemical Properties

Clear colorless to slightly yellow liquid

Uses

2-Methoxypyridine can be used as an intermediate to synthesize 2-methoxy-3-pyridinesulfonyl chloride which is patented as a reactant used to prepare erythromycin macrolide antibiotics as antibacterial and antiprotozoal agents. It can also be used to prepare bicyclic iminopyrimidinones as Beta Amyloid Cleaving Enzyme-1 (BACE1) inhibitors.

Synthesis

CsSO4F may be used to fluorinate pyridine directly, but the reaction is very sensitive to the solvents employed. When solvents such as pentane and diethyl ether were used, 2-fluoropyridine was the major product, but use of nucleophilic solvents, such as methanol gave 2-methoxypyridine.

References

[1] DAI W, LIU S, ZHANG Z, et al. Conformational preferences and isomerization upon excitation/ionization of 2-methoxypyridine and 2-N-methylaminopyridine†[J]. Physical Chemistry Chemical Physics, 2018, 9: 6211-6226. DOI:10.1039/C7CP07854D.
[2] Singh, Avtar, et al. "Synthesis of C-6 and C-3 substituted chalcogen derivatives of 2-methoxypyridine through lithiation of 2-methoxypyridine: An experimental and quantum chemical study." Inorganica Chimica Acta 432 (2015): 109-114.
[3] Trécourt, F., et al. "Catalyzed metalation applied to 2-methoxypyridine." The Journal of Organic Chemistry 53.7 (1988): 1367-1371.
[4] Ahipa, T. N., and Airody Vasudeva Adhikari. "2-Methoxypyridine derivatives: synthesis, liquid crystalline and photo-physical properties." New Journal of Chemistry 38.10 (2014): 5018-5029.
[5] WANYING CHENG . Conformation and bonding of 2-methoxypyridine and its monohydrate from rotational spectra[J]. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2020, 239: Article 118434. DOI:10.1016/j.saa.2020.118434.

2-Methoxypyridine Preparation Products And Raw materials

• Raw materials: 2-Fluoropyridine
• Preparation Products: 6-Methoxynicotinaldehyde-->2-METHOXY-3-PYRIDINECARBOXALDEHYDE-->4-Amino-2-methoxypyridine-->7-CHLORO-10-(4-HYDROXYANILINO)-2-METHOXY BENZO(B)-1,5-NAPHTHY RIDINE-->2-Methoxypyridine-3-boronic acid-->(2-OXOPYRIDIN-1(2H)-YL)ACETIC ACID-->2-Pyridinol-1-oxide-->2-METHOXY-3-METHYLPYRIDINE-->5-Bromo-2-methoxypyridine-->2-ACETYL-6-METHOXYPYRIDINE 97-->3-Iodo-2-methoxypyridine-->2-METHOXY-3,5-DIBROMO-PYRIDINE-->2-METHOXYPIPERIDINE-->1-(prop-2-yn-1-yl)-1,2-dihydropyridin-2-one-->Pyridine, 3-(4-fluorophenyl)-2-methoxy-