ChemicalBook > CAS DataBase List > Methyl 5-broMo-6-chloropyridine-2-carboxylate

Methyl 5-broMo-6-chloropyridine-2-carboxylate

Product Name: Methyl 5-broMo-6-chloropyridine-2-carboxylate
CAS No.: 1214353-79-3
Chemical Name: Methyl 5-broMo-6-chloropyridine-2-carboxylate
Synonyms: Methyl 5-broMo-6-chloropicolinate;Methyl 5-broMo-6-chloropyridine-2-carboxylate;5-Bromo-6-chloro-pyridine-2-carboxylic acid methyl ester;2-Pyridinecarboxylic acid, 5-bromo-6-chloro-, methyl ester
CBNumber: CB22616689
Molecular Formula: C7H5BrClNO2
Formula Weight: 250.48
MOL File: 1214353-79-3.mol

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Methyl 5-broMo-6-chloropyridine-2-carboxylate Property

Melting point:: 119-121°
Boiling point:: 338.8±37.0 °C(Predicted)
Density: 1.684±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: -3.38±0.10(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C7H5BrClNO2/c1-12-7(11)5-3-2-4(8)6(9)10-5/h2-3H,1H3
InChIKey: WCWGHRWBXIRYFR-UHFFFAOYSA-N
SMILES: C1(C(OC)=O)=NC(Cl)=C(Br)C=C1

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Safety

HS Code: 9999999999

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: M296653
Product name: Methyl5-Bromo-6-chloropicolinate
Packaging: 100mg
Price: $65
Updated: 2021/12/16

Apolloscientific

Product number: OR928942
Product name: Methyl5-bromo-6-chloropyridine-2-carboxylate
Purity: 97%
Packaging: 500mg
Price: $125
Updated: 2021/12/16

Matrix Scientific

Product number: 188105
Product name: Methyl 5-bromo-6-chloropyridine-2-carboxylate
Packaging: 1g
Price: $278
Updated: 2021/12/16

AK Scientific

Product number: Z3991
Product name: Methyl5-bromo-6-chloropicolinate
Packaging: 1g
Price: $300
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0369515
Product name: METHYL-5-BROMO-6-CHLOROPICOLINATE
Purity: 95.00%
Packaging: 5MG
Price: $501.8
Updated: 2021/12/16

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Methyl 5-broMo-6-chloropyridine-2-carboxylate Chemical Properties,Usage,Production

Synthesis

29682-15-3

1214353-79-3

Methyl 5-bromopyridine-2-carboxylate (CAS 29682-15-3, 50 g, 0.23 mol) was mixed with m-CPBA (CAS 937-14-4, 80 g, 0.46 mol) in 400 mL of dry dichloromethane, heated to 60 °C and maintained the reaction for 20 hours. Upon completion of the reaction, the reaction was quenched with saturated sodium sulfite solution followed by extraction with ethyl acetate (2 x 200 mL). The organic layer was washed with brine (2 x 200 mL) and evaporated to dryness. The residue was purified by column chromatography (silica gel, 300 g, with a petroleum ether solution of 15% ethyl acetate as eluent) to give 5-bromo-2-(methoxycarbonyl)pyridine 1-oxide (30 g, 0.13 mol) as a brown oil. The oily substance was slowly added to phosphorus trichloride (CAS 10025-87-3, 80 mL) at 0 °C. The addition process lasted for 1 h. The mixture was then heated to 95 °C and kept for 1 h. The reaction was completed by evaporation. At the end of the reaction, the solvent was removed by evaporation and the residue was dissolved in water (50 mL) and extracted with ethyl acetate (3 x 50 mL). The organic layers were combined and evaporated to dryness to give the white solid product methyl 5-bromo-6-chloropyridine-2-carboxylate (19 g, 59% yield); mass spectrum (EI): m/e = 249.9 [M + H]+.

References

[1] Patent: US2012/316147, 2012, A1. Location in patent: Page/Page column 32
[2] Patent: WO2012/168350, 2012, A1
[3] Patent: WO2014/86806, 2014, A1
[4] Patent: WO2014/86705, 2014, A1
[5] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4266 - 4277

Methyl 5-broMo-6-chloropyridine-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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1214353-79-3, Methyl 5-broMo-6-chloropyridine-2-carboxylateRelated Search:

Pyridinium tribromide Ethyl 5-broMo-6-chloropicolinate 5-broMo-6-chloropicolinaldehyde 5-BroMo-6-chloronicotinaldehyde 5-BroMo-6-chloropicolinonitrile 5-bromo-6-chloronicotinonitrile

Methyl 5-broMo-6-chloropyridine-2-carboxylate

Methyl 5-broMo-6-chloropicolinate

5-Bromo-6-chloro-pyridine-2-carboxylic acid methyl ester

2-Pyridinecarboxylic acid, 5-bromo-6-chloro-, methyl ester

1214353-79-3