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Methyl 2-amino-5-bromonicotinate

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Methyl 2-amino-5-bromonicotinate manufacturers

Methyl 2-amino-5-bromonicotinate Basic information
Product Name:Methyl 2-amino-5-bromonicotinate
Synonyms:METHYL 2-AMINO-5-BROMONICOTINATE;METHYL 2-AMINO-5-BROMOPYRIDINE-3-CARBOXYLATE;Methyl 2-amino-5-bromopyridine-3-carboxylate, 2-Amino-5-bromo-3-(methoxycarbonyl)pyridine;METHYL 2-AMINO-5-BROMONICOTINAT;3-Pyridinecarboxylic acid, 2-aMino-5-broMo-, Methyl ester;2-AMino-5-broMo-nicotinic acid ethyl ester;2-AMINO-5-BROMONICOTINATE;3-Pyridinecarboxylic acid, 2-aMino-5-broMo-, Methyl e
CAS:50735-34-7
MF:C7H7BrN2O2
MW:231.05
EINECS:229-486-4
Product Categories:Pyridine;Heterocycle-Pyridine series
Mol File:50735-34-7.mol
Methyl 2-amino-5-bromonicotinate Structure
Methyl 2-amino-5-bromonicotinate Chemical Properties
Melting point 143-146°C
Boiling point 275.2±35.0 °C(Predicted)
density 1.662±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka2.45±0.49(Predicted)
AppearanceWhite to yellow Solid
InChIInChI=1S/C7H7BrN2O2/c1-12-7(11)5-2-4(8)3-10-6(5)9/h2-3H,1H3,(H2,9,10)
InChIKeyPOWKBBOOIZBIRZ-UHFFFAOYSA-N
SMILESC1(N)=NC=C(Br)C=C1C(OC)=O
Safety Information
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
Methyl 2-amino-5-bromonicotinate Usage And Synthesis
UsesMethyl 2-Amino-5-bromonicotinate is a chemical reagent used in the synthesis of pharmaceutical agents.
Synthesis
Methyl 2-aminonicotinate

14667-47-1

Methyl 2-amino-5-bromonicotinate

50735-34-7

To a stirred solution of methyl 2-aminopyridine-3-carboxylate (2 g, 13.15 mmol) and sodium bicarbonate (2.2 g, 26.31 mmol) in dichloromethane (30 mL) was slowly added a dichloromethane solution of bromine dropwise (1.01 mL bromine dissolved in 20 mL dichloromethane). The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction was quenched with sodium bisulfite solution (50 mL). The reaction mixture was extracted with dichloromethane (2 x 40 mL) and the combined organic phases were washed with brine (40 mL) and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure to give methyl 2-amino-5-bromopyridine-3-carboxylate as a yellow solid (3 g, 99% yield).LCMS m/z (79Br/81Br) 231/233 (M+H)+.

References[1] Patent: US2017/29420, 2017, A1. Location in patent: Paragraph 0034
Methyl 2-amino-5-bromonicotinate Preparation Products And Raw materials
Raw materialsMethyl 2-aminonicotinate-->Methanol-->2-AMino-5-broMo-nicotinicacidhydrobroMide-->2-Amino-5-bromonicotinic acid-->Sodium bicarbonate-->Dichloromethane
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