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26156-48-9

26156-48-9 Structure

26156-48-9 Structure
IdentificationMore
[Name]

2-BROMO-ISONICOTINIC ACID METHYL ESTER
[CAS]

26156-48-9
[Synonyms]

2-BROMO-4-PYRIDINE CARBOXYLIC ACID METHYL ESTER
2-BROMO-ISONICOTINIC ACID METHYL ESTER
METHYL 2-BROMOISONICOTINATE
RARECHEM AL BF 1524
Methyl 2-bromopyridine-4-carboxylate
2-Bromopyridine-4-carboxylic acid methyl ester
Methyl 2-bromoisonicotinate 98%
[Molecular Formula]

C7H6BrNO2
[MDL Number]

MFCD03791265
[Molecular Weight]

216.03
[MOL File]

26156-48-9.mol
Chemical PropertiesBack Directory
[Melting point ]

35-36
[Boiling point ]

268.0±20.0 °C(Predicted)
[density ]

1.579±0.06 g/cm3(Predicted)
[storage temp. ]

Keep Cold
[solubility ]

soluble in Methanol
[form ]

powder to crystal
[pka]

-1.32±0.10(Predicted)
[color ]

White to Light yellow
[BRN ]

128656
[InChIKey]

MULLTHQTADMZDM-UHFFFAOYSA-N
[CAS DataBase Reference]

26156-48-9(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
[Hazard Note ]

Irritant/Keep Cold
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Hazard InformationBack Directory
[Chemical Properties]

Colorless liquid or solid
[Uses]

2-Bromopyridine-4-carboxylic acid methyl ester is a kind of important medicine intermediate,  used as initiator during the synthesis of polymer brushes with single-walled carbon nanotubes as backbones.
[Synthesis]

Methanol

67-56-1

2-Bromopyridine-4-carboxylic acid

66572-56-3

2-BROMO-ISONICOTINIC ACID METHYL ESTER

26156-48-9

To a 250 mL round bottom flask was added a methanol (100 mL) solution of 2-bromo-4-pyridinecarboxylic acid (10 g, 49.50 mmol, 1.00 equiv) and concentrated sulfuric acid (98%, 5 mL). The reaction mixture was stirred at 70 °C overnight. Upon completion of the reaction, the solution was concentrated under reduced pressure to remove the solvent. The residue was dissolved in 200 mL of ethyl acetate (EtOAc) and washed with saturated sodium bicarbonate solution (3 x 150 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure to give 10 g (94% yield) of methyl 2-bromopyridine-4-carboxylate as a colorless oil.

[References]

[1] Patent: WO2016/138335, 2016, A1. Location in patent: Paragraph 00319
[2] Patent: WO2016/34675, 2016, A1. Location in patent: Page/Page column 69
[3] Patent: US2011/111046, 2011, A1. Location in patent: Page/Page column 18
[4] Patent: WO2011/58473, 2011, A1. Location in patent: Page/Page column 37
[5] Journal of Organic Chemistry, 2009, vol. 74, # 19, p. 7441 - 7448
Spectrum DetailBack Directory
[Spectrum Detail]

2-BROMO-ISONICOTINIC ACID METHYL ESTER(26156-48-9)1HNMR
2-BROMO-ISONICOTINIC ACID METHYL ESTER(26156-48-9)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

26156-48-9(sigmaaldrich)
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