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| | 4-Bromo-pyridine-2-carboxylic acid ethyl ester Basic information |
| Product Name: | 4-Bromo-pyridine-2-carboxylic acid ethyl ester | | Synonyms: | Ethyl 4-bromopyridine-2-carboxylate;4-Bromo-pyridine-2-carboxylic acid ethyl ester;2-Pyridinecarboxylic acid, 4-broMo-, ethyl ester;4-Bromo-pyridine-2-carboxylic acid ethyl ester ISO 9001：2015 REACH;Ethyl 4-bromo-2-pyridinecarboxylate;ethyl 4-broMopicolinate | | CAS: | 62150-47-4 | | MF: | C8H8BrNO2 | | MW: | 230.06 | | EINECS: | | | Product Categories: | | | Mol File: | 62150-47-4.mol |  |
| | 4-Bromo-pyridine-2-carboxylic acid ethyl ester Chemical Properties |
| Melting point | 43 - 44oC | | Boiling point | 299.3±20.0 °C(Predicted) | | density | 1.501±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | -0.11±0.10(Predicted) | | Appearance | White to off-white Solid |
| | 4-Bromo-pyridine-2-carboxylic acid ethyl ester Usage And Synthesis |
| Chemical Properties | Yellow-white solid | | Uses | Ethyl 4-Bromopicolinate is a useful compound for the development of inhibitors of murine adipose triglyceride lipase. | | Synthesis | 1. 1700 g of ethyl pyruvate is slowly added dropwise to 1400 g of a 35% hydrogen peroxide solution at -20°C to -10°C (preferably -10°C).
2. after holding the reaction for 30 minutes, 1400 g of 4-bromopyridine hydrochloride (compound 1) was added to ice water.
3. The pH of the reaction mixture was adjusted to 8-9 using potassium carbonate at a temperature below 10 °C.
4. The reaction mixture was extracted twice with 7 L of dichloromethane (DCM), the organic phases were combined and dried.
5. The dried organic phase was transferred to a 50L reaction flask and 1.4L of water, 4073g of ferrous sulfate heptahydrate and 448mL of concentrated sulfuric acid were added and stirred at room temperature.
6. Under the condition of -10°C to 0°C (preferably -5°C), the pre-prepared ethyl pyruvate/hydrogen peroxide solution was added and the reaction was continued for 4 hours.
7. After completion of the reaction, the reaction mixture was extracted with 7 L of water and the solvent was removed by rotary evaporation to afford 1390 g of ethyl 4-bromopyridine-2-carboxylate (compound 2) in 82% yield. | | References | [1] Patent: CN108516953, 2018, A. Location in patent: Paragraph 0067-0071; 0076-0083
[2] Patent: CN105153023, 2018, B. Location in patent: Paragraph 0059; 0060-0061 |
| | 4-Bromo-pyridine-2-carboxylic acid ethyl ester Preparation Products And Raw materials |
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