ChemicalBook--->CAS DataBase List--->62150-47-4

62150-47-4

62150-47-4 Structure

62150-47-4 Structure
IdentificationBack Directory
[Name]

4-Bromo-pyridine-2-carboxylic acid ethyl ester
[CAS]

62150-47-4
[Synonyms]

ethyl 4-broMopicolinate
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
[Molecular Formula]

C8H8BrNO2
[MDL Number]

MFCD09839150
[MOL File]

62150-47-4.mol
[Molecular Weight]

230.06
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H311-H331
[Precautionary statements ]

P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501
Hazard InformationBack Directory
[Chemical Properties]

Yellow-white solid
[Uses]

Ethyl 4-Bromopicolinate is a useful compound for the development of inhibitors of murine adipose triglyceride lipase.
[Synthesis]

Ethyl pyruvate

617-35-6

4-Bromopyridine hydrochloride

19524-06-2

4-Bromo-pyridine-2-carboxylic acid ethyl ester

62150-47-4

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
Spectrum DetailBack Directory
[Spectrum Detail]

4-Bromo-pyridine-2-carboxylic acid ethyl ester(62150-47-4)1HNMR
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