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
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
Safety
- HS Code
- 9999999999
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.
N-Bromosuccinimide Price
- Product number
- M296653
- Product name
- Methyl5-Bromo-6-chloropicolinate
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- M13850
- Product name
- Methyl5-bromo-6-chloropyridine-2-carboxylate
- Packaging
- 250mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- OR928942
- Product name
- Methyl5-bromo-6-chloropyridine-2-carboxylate
- Purity
- 97%
- Packaging
- 500mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- M13850
- Product name
- Methyl5-bromo-6-chloropyridine-2-carboxylate
- Packaging
- 1g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 188105
- Product name
- Methyl 5-bromo-6-chloropyridine-2-carboxylate
- Packaging
- 1g
- Price
- $278
- Updated
- 2021/12/16
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
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