2-Amino-5-bromonicotinaldehyde

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CAS:206997-15-1
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2-Amino-5-bromonicotinaldehyde Basic information
Product Name:2-Amino-5-bromonicotinaldehyde
Synonyms:2-Amino-5-bromonicotinaldehyde;2-Amino-5-bromopyridine-3-carboxaldehyde, 2-Amino-5-bromo-3-formylpyridine;2-AMino-5-broMonicotildehyde;2-AMINO-5-BROMOPYRIDINE-3-CARBOXALDEHYDE;2-AMino-5-broMo-pyridine-3-carbaldehyde;3-Pyridinecarboxaldehyde, 2-aMino-5-broMo-;2-aMino-5-broMo-3-pyridinecarbaldehyde;2-Amino-5-bromonicotinaldehyde 98%
CAS:206997-15-1
MF:C6H5BrN2O
MW:201.02
EINECS:
Product Categories:
Mol File:206997-15-1.mol
2-Amino-5-bromonicotinaldehyde Structure
2-Amino-5-bromonicotinaldehyde Chemical Properties
Melting point 167-169
Boiling point 300.5±42.0 °C(Predicted)
density 1.782±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka2.74±0.49(Predicted)
AppearanceLight yellow to yellow Solid
Safety Information
Hazard Codes Xi
RIDADR UN 2811 6.1 / PGIII
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
2-Amino-5-bromonicotinaldehyde Usage And Synthesis
Synthesis
2-Amino-3-pyridinecarboxaldehyde

7521-41-7

2-Amino-5-bromonicotinaldehyde

206997-15-1

General procedure for the synthesis of 2-amino-5-bromonicotinaldehyde from 2-amino-3-pyridinecarboxaldehyde: A. To a solution of 2-aminopyridine-3-carbaldehyde (10.1 g, 81.0 mmol) in acetonitrile (150 mL) was added N-bromosuccinimide (15.1 g, 84.0 mmol). The reaction mixture was stirred under reflux conditions for 2 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was filtered. The collected solid was washed with methanol and subsequently dried under vacuum to afford 2-amino-5-bromopyridine-3-carbaldehyde as a brown solid in 79% yield (12.9 g). 1H NMR (400 MHz, CDCl3): δ 9.81 (s, 1H), 8.30 (d, J = 2.4 Hz, 1H), 7.89 (d, J = 2.4 Hz, 1H), 6.78 (br s, 2H).

References[1] Patent: WO2015/81257, 2015, A2. Location in patent: Page/Page column 61-62
[2] Journal of Polymer Science, Part A: Polymer Chemistry, 2011, vol. 49, # 19, p. 4204 - 4212
[3] Journal of Medicinal Chemistry, 2014, vol. 57, # 21, p. 8777 - 8791
[4] Patent: WO2013/82756, 2013, A1. Location in patent: Page/Page column 21; 30-31
[5] Patent: WO2009/115788, 2009, A1. Location in patent: Page/Page column 54
2-Amino-5-bromonicotinaldehyde Preparation Products And Raw materials
Raw materials2-Amino-3-pyridinecarboxaldehyde-->Acetonitrile-->N-Bromosuccinimide
Preparation Products5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE
Tag:2-Amino-5-bromonicotinaldehyde(206997-15-1) Related Product Information
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