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| | Methyl 4-chloro-5-Methylpicolinate Basic information |
| Product Name: | Methyl 4-chloro-5-Methylpicolinate | | Synonyms: | Methyl 4-chloro-5-Methylpicolinate;4-Chloro-5-methylpyridine-2-carboxylic acid methyl ester;Methyl 4-chloro-5-methylpyridine-2-carboxylate;2-Pyridinecarboxylic acid, 4-chloro-5-methyl-, methyl ester | | CAS: | 1104455-41-5 | | MF: | C8H8ClNO2 | | MW: | 185.61 | | EINECS: | | | Product Categories: | | | Mol File: | 1104455-41-5.mol |  |
| | Methyl 4-chloro-5-Methylpicolinate Chemical Properties |
| Boiling point | 287.7±35.0 °C(Predicted) | | density | 1.247±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 0.04±0.10(Predicted) | | Appearance | White to off-white Solid |
| | Methyl 4-chloro-5-Methylpicolinate Usage And Synthesis |
| Synthesis | 1. 5-methylpyridine carboxylic acid (13.7 g) was mixed with thionyl chloride (150 mL) under nitrogen protection, sodium bromide (20.6 g) was added in batches and heated to reflux for 1 hour.
2. DMF (2 mL) was added and refluxing continued under nitrogen protection for 16 hours.
3. Toluene (100 mL) was added to the reaction mixture and the solvent was evaporated under reduced pressure, this operation was repeated twice. Subsequently, toluene (100 mL) was added to the residue.
4. DIPEA (25.8 g) and methanol (20 mL) were added to the above mixture under nitrogen protection and at 0 °C, followed by stirring at 20 °C for 2 hours.
5. The solvent was evaporated under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether) to afford methyl 4-chloro-5-methylpyridinecarboxylate (9.40g).
6. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 2.43 (3H, s), 3.99 (3H, s), 8.10 (1H, s), 8.54 (1H, s). | | References | [1] Patent: EP3156397, 2017, A1. Location in patent: Paragraph 0267
[2] Patent: WO2018/89261, 2018, A2. Location in patent: Paragraph 0932; 0933; 0934 |
| | Methyl 4-chloro-5-Methylpicolinate Preparation Products And Raw materials |
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