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| | 2-methyl-4-pyridinecarboxylic acid methyl ester Basic information |
| Product Name: | 2-methyl-4-pyridinecarboxylic acid methyl ester | | Synonyms: | METHYL 2-METHYLISONICOTINIC ACID;2-Methylpyridine-4-carboxylic acid methyl ester;2-Methylisonicotinicacid methylester;2-methyl-4-pyridinecarboxylic acid methyl ester;4-Pyridinecarboxylicacid,2-methyl-,methylester(9CI);4-Pyridinecarboxylic acid, 2-Methyl-, Methyl ester;4-Pyridinecarboxylic acid, 2-methyl-, methyl ester (9CI, ACI);2-methyl-4-Pyridinecarboxylic acid methyl ester (9CI ACI) | | CAS: | 16830-24-3 | | MF: | C8H9NO2 | | MW: | 151.16 | | EINECS: | | | Product Categories: | CARBOXYLICESTER | | Mol File: | 16830-24-3.mol |  |
| | 2-methyl-4-pyridinecarboxylic acid methyl ester Chemical Properties |
| Boiling point | 108-110 °C(Press: 19 Torr) | | density | 1.104±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | pka | 3.84±0.10(Predicted) | | Appearance | Yellow to brown Liquid |
| | 2-methyl-4-pyridinecarboxylic acid methyl ester Usage And Synthesis |
| Synthesis | Methyl 2-chloro-6-methylpyridine-4-carboxylate (15.0 g, 80.8 mmol) was added with 10% palladium carbon catalyst (50% water, 5.00 g) and triethylamine (22.5 mL, 162 mmol) in N,N-dimethylformamide (200 mL). The reaction was stirred for 15 hours at room temperature under hydrogen atmosphere. After completion of the reaction, the catalyst was removed by filtration and the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography with the eluent ethyl acetate:methanol (100:0 to 50:1) to afford methyl 2-methylpyridine-4-carboxylate (14.8 g, 61% yield) as an oil.1H NMR (CDCl3) δ: 2.64 (3H, s), 3.95 (3H, s), 7.64 (1H, dd, J = 5.2, 0.8 Hz), 7.72 (1H, s), 8.65 (1H, d, J = 4.7 Hz). | | References | [1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 3, p. 647 - 660
[2] Patent: US5962458, 1999, A
[3] Patent: US6362336, 2002, B1. Location in patent: Example 63
[4] Helvetica Chimica Acta, 1955, vol. 38, p. 1046,1058
[5] Bulletin de la Societe Chimique de France, 1958, p. 687,691 |
| | 2-methyl-4-pyridinecarboxylic acid methyl ester Preparation Products And Raw materials |
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