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5-Amino-2-bromopyridine

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CAS:13534-97-9
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5-Amino-2-bromopyridine manufacturers

  • 5-Amino-2-bromopyridine
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  • $1.10 / 1g
  • 2025-11-18
  • CAS:13534-97-9
  • Min. Order: 1g
  • Purity: 99.00%
  • Supply Ability: 100 Tons min
  • 5-Amino-2-bromopyridine
  • 5-Amino-2-bromopyridine pictures
  • $5.00 / 1KG
  • 2025-09-25
  • CAS:13534-97-9
  • Min. Order: 1KG
  • Purity: 98%
  • Supply Ability: g-kg-tons, free sample is available
5-Amino-2-bromopyridine Basic information
Product Name:5-Amino-2-bromopyridine
Synonyms:2-Bromo-5-aminoyridine;6-BROMOPYRIDIN-3-AMINE;TIMTEC-BB SBB005540;TIMTEC-BB SBB003823;LABOTEST-BB LT00129606;2-BROMO-5-AMINOPYRIDINE;5-BROMO-2-AMINOPYRIDINE;5-AMINO-2-BROMOPYRIDINE
CAS:13534-97-9
MF:C5H5BrN2
MW:173.01
EINECS:628-541-3
Product Categories:Building Blocks;C5;C5 to C6;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Amino-pyridine series;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Chemical Amines;Bromopyridines;Halopyridines;Aromatics;Boronic Acid;pharmacetical;Pyridine series;Amines;blocks;Bromides;Pyridine;pyridine derivative;Amines and Anilines;Heterocycles;pyridines
Mol File:13534-97-9.mol
5-Amino-2-bromopyridine Structure
5-Amino-2-bromopyridine Chemical Properties
Melting point 75 °C
Boiling point 180 °C
density 1.6065 (rough estimate)
refractive index 1.5182 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Methanol
form Powder
pka1.87±0.10(Predicted)
color Beige to brown-black
BRN 109102
InChIInChI=1S/C5H5BrN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2
InChIKeyXTHKRYHULUJQHN-UHFFFAOYSA-N
SMILESC1=NC(Br)=CC=C1N
CAS DataBase Reference13534-97-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
10
HazardClass IRRITANT
PackingGroup III
HS Code 29333990
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
5-Amino-2-bromopyridine Usage And Synthesis
Chemical PropertiesLight yellow needles
Uses3-Amino-6-bromopyridine may undergo polymerization via Buchwald–Hartwig amination in the presence of sodium tert-butoxide and XPhos(2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl) ligand yielding para-linked and meta-linked polyaminopyridines.
General Description3-Amino-6-bromopyridine can be synthesized via bromination of 3-aminopyridine using N-bromosuccinimide in acetonitrile.
Synthesis
2-Bromo-5-nitropyridine

4487-59-6

5-Amino-2-bromopyridine

13534-97-9

General procedure for the synthesis of 5-amino-2-bromopyridine from 2-bromo-5-nitropyridine: To a solution of 2-bromo-5-nitropyridine (2.03 g, 10 mmol) in ethanol (48 mL) was added sequentially iron powder (2.8 g, 50 mmol), concentrated hydrochloric acid (1.9 mL) and water (9.1 mL). The reaction mixture was stirred under reflux conditions for 5 hours. After completion of the reaction, it was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure, the pH was adjusted to 7-8 with base and subsequently extracted with dichloromethane (DCM). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the reddish brown solid product 5-amino-2-bromopyridine (1.58 g, 91.3% yield).

References[1] Bulletin des Societes Chimiques Belges, 1988, vol. 97, # 1, p. 51 - 54
[2] Green Chemistry, 2018, vol. 20, # 1, p. 130 - 135
[3] Journal of Organic Chemistry, 2011, vol. 76, # 23, p. 9841 - 9844
[4] Patent: EP2886540, 2015, A1. Location in patent: Paragraph 0143; 0144
[5] Patent: US2014/93505, 2014, A1. Location in patent: Page/Page column
Tag:5-Amino-2-bromopyridine(13534-97-9) Related Product Information
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