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2-Amino-5-bromo-4-chloro-3-nitropyridine

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2-Amino-5-bromo-4-chloro-3-nitropyridine Basic information
Product Name:2-Amino-5-bromo-4-chloro-3-nitropyridine
Synonyms:2-Amino-5-bromo-4-chloro-3-nitropyridine;5-Bromo-4-chloro-3-nitro-2-pyridinamine;2-AMino-5-broMo-4-chloro-...;5-Bromo-4-chloro-3-nitro-pyridin-2-ylamine;2-Pyridinamine, 5-bromo-4-chloro-3-nitro-;2-Amino-5-bromo-4-chloro-3-nitropyridine ISO 9001：2015 REACH;5-bromo-4-chloro-3-nitropyridin-2-amine
CAS:942947-95-7
MF:C5H3BrClN3O2
MW:252.45
EINECS:
Product Categories:Heterocycle-Pyridine series;API intermediates
Mol File:942947-95-7.mol
2-Amino-5-bromo-4-chloro-3-nitropyridine Structure
2-Amino-5-bromo-4-chloro-3-nitropyridine Chemical Properties
Boiling point 338.4±37.0 °C(Predicted)
density 2.020
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka-0.88±0.50(Predicted)
AppearanceLight yellow to yellow Solid
InChIInChI=1S/C5H3BrClN3O2/c6-2-1-9-5(8)4(3(2)7)10(11)12/h1H,(H2,8,9)
InChIKeyBLGCPXIDEMLKMS-UHFFFAOYSA-N
SMILESC1(N)=NC=C(Br)C(Cl)=C1[N+]([O-])=O
Safety Information
HS Code 2933399990
MSDS Information
2-Amino-5-bromo-4-chloro-3-nitropyridine Usage And Synthesis
Synthesis
2-Amino-4-chloro-3-nitropyridine

6980-08-1

2-Amino-5-bromo-4-chloro-3-nitropyridine

942947-95-7

General procedure for the synthesis of 2-amino-5-bromo-4-chloro-3-nitropyridine from 2-amino-3-nitro-4-chloropyridine: 4-chloro-3-nitropyridin-2-amine (2 g, 11.5 mmol) and N-bromosuccinimide (2.5 g, 13.8 mmol) were dissolved in acetonitrile (125 mL) and heated to react for 1 hr at 80 °C. Upon completion of the reaction, the mixture was cooled to room temperature and the solvent was removed by distillation under reduced pressure. The product was purified by fast column chromatography (silica gel, dichloromethane/ethyl acetate gradient elution, 0-5% ethyl acetate) to afford 2-amino-5-bromo-4-chloro-3-nitropyridine (2.9 g, 99% yield). Mass spectrum (electrospray ionization): calculated value C5H3BrClN3O2, 250.9; measured value m/z 251.8 [M + H]+. 1H NMR (400 MHz, DMSO-d6) δ 8.42 (s, 1H), 7.37 (br s, 2H).

References[1] Patent: WO2018/67786, 2018, A1. Location in patent: Page/Page column 111
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 20, p. 8721 - 8734,14
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 20, p. 8721 - 8734
[4] Patent: WO2013/190320, 2013, A1. Location in patent: Paragraph 00119
2-Amino-5-bromo-4-chloro-3-nitropyridine Preparation Products And Raw materials
Raw materials2-Amino-4-chloro-3-nitropyridine-->N-Bromosuccinimide-->Acetonitrile
Preparation Products5-bromo-4-chloropyridine-2,3-diamine-->5-Bromo-3-nitro-4-(4-(pyridin-3-ylmethyl)piperazin-1-yl)pyridin-2-amine
Tag:2-Amino-5-bromo-4-chloro-3-nitropyridine(942947-95-7) Related Product Information
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