2,4-Dichloro-3-amino-6-bromopyridine

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2,4-Dichloro-3-amino-6-bromopyridine Basic information
Product Name:2,4-Dichloro-3-amino-6-bromopyridine
Synonyms:3-Pyridinamine,6-bromo-2,4-dichloro-;6-bromo-2,4-dichloro-3-Pyridinamine;6-Bromo-2,4-dichloro-pyridin-3-ylamine;3-Amino-6-bromo-2,4-dichloropyridine 98%;6-bromo-2,4-dichloropyridin-3-amine;2,4-Dichloro-3-amino-6-bromopyridine
CAS:237435-16-4
MF:C5H3BrCl2N2
MW:241.9
EINECS:
Product Categories:Pyridine
Mol File:237435-16-4.mol
2,4-Dichloro-3-amino-6-bromopyridine Structure
2,4-Dichloro-3-amino-6-bromopyridine Chemical Properties
Boiling point 301.2±37.0 °C(Predicted)
density 1.934±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka-2.02±0.10(Predicted)
Safety Information
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
2,4-Dichloro-3-amino-6-bromopyridine Usage And Synthesis
Synthesis
2,4-DICHLORO-3-AMINOPYRIDINE

173772-63-9

2,4-DICHLORO-3-AMINO-6-BROMOPYRIDINE

237435-16-4

(d) Synthesis of 3-amino-6-bromo-2,4-dichloropyridine. 3-Amino-2,4-dichloropyridine (500 mg, 3.1 mmol) was dissolved in N,N-dimethylformamide (DMF, 16 mL) and cooled to 0 °C in an ice-water bath. Subsequently, a solution of N-bromosuccinimide (660 mg, 3.7 mmol) in DMF (7 mL) was slowly added dropwise. After 15 min of reaction, the reaction mixture was poured into water and extracted with ethyl acetate (EtOAc, 2×). The organic phases were combined, washed sequentially with water and saturated saline, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to give a red residue. The residue was dissolved in a mixed solvent of ethyl acetate/hexane with a volume ratio of 1:1, filtered through a silica gel short column, and concentrated again under reduced pressure to give 0.68 g of the title compound in colorless crystalline form (90% yield). 1H NMR (DMSO-d6, 500 MHz): δ 6.10 (s, 2H), 7.69 (s, 1H). Mass spectrum (MS) m/z: 243 ([M+H]+, 81Br), 241 ([M+H]+, 79Br).

References[1] Journal of Medicinal Chemistry, 2000, vol. 43, # 22, p. 4288 - 4312
[2] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 3, p. 1511 - 1530
[3] MedChemComm, 2016, vol. 7, # 5, p. 1022 - 1032
[4] Patent: US6187777, 2001, B1
2,4-Dichloro-3-amino-6-bromopyridine Preparation Products And Raw materials
Raw materials2,4-Dichloro-3-nitropyridine-->2,4-Dichloro-3-aminopyridine-->2,4-Dihydroxy-3-nitropyridine-->2,4-Dihydroxypyridine-->N,N-Dimethylformamide-->N-Bromosuccinimide-->Ethyl acetate
Tag:2,4-Dichloro-3-amino-6-bromopyridine(237435-16-4) Related Product Information
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