Methyl 2-bromoquinoline-4-carboxylate

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Methyl 2-bromoquinoline-4-carboxylate Basic information
Product Name:Methyl 2-bromoquinoline-4-carboxylate
Synonyms:Methyl 2-bromoquinoline-4-carboxylate;Methyl 2-bromo-4-quinolinecarboxylate;2-bromo-quinoline-4-carboxylic acid methyl ester;4-Quinolinecarboxylic acid, 2-bromo-, methyl ester
CAS:103502-48-3
MF:C11H8BrNO2
MW:266.09
EINECS:
Product Categories:
Mol File:103502-48-3.mol
Methyl 2-bromoquinoline-4-carboxylate Structure
Methyl 2-bromoquinoline-4-carboxylate Chemical Properties
Melting point 93.5-94.5 °C
Boiling point 351.0±22.0 °C(Predicted)
density 1.557±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-1.70±0.50(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
Methyl 2-bromoquinoline-4-carboxylate Usage And Synthesis
Synthesis
4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester

39497-01-3

Methyl 2-bromoquinoline-4-carboxylate

103502-48-3

General procedure for the synthesis of methyl 2-bromoquinoline-4-carboxylate from methyl 2-oxo-1,2-dihydroquinoline-4-carboxylate: 0.203 g of methyl 2-hydroxyquinoline-4-carboxylate (1 mmol) was dissolved in 20 ml of anhydrous toluene, followed by the addition of 0.356 mg of P2O5 (2.5 mmol). The reaction mixture was heated to 100°C and kept for 2 hours. After completion of the reaction, it was cooled to room temperature and the toluene layer was washed with 25 ml of saturated NaHCO3 solution and then with 25 ml of brine. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated to give a light yellow solid product in 89% yield (0.237 g). The product was characterized by 1H NMR (DMSO-d6, 500MHz): δ 4.00 (s, 3H), 7.81 (td, 1H, J = 7.2Hz).

References[1] Patent: WO2012/6068, 2012, A2. Location in patent: Page/Page column 65-66
Methyl 2-bromoquinoline-4-carboxylate Preparation Products And Raw materials
Raw materials4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester-->Sodium bicarbonate-->Toluene-->Tetrabutylammomium bromide-->Water-->Phosphorus pentoxide
Tag:Methyl 2-bromoquinoline-4-carboxylate(103502-48-3) Related Product Information
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