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Home > Encyclopedia > 5-BROMO-3-CHLORO-2-HYDROXYPYRIDINE

5-BROMO-3-CHLORO-2-HYDROXYPYRIDINE

5-BROMO-3-CHLORO-2-HYDROXYPYRIDINE structure

5-BROMO-3-CHLORO-2-HYDROXYPYRIDINE 

structure
  • CAS No:

    58236-70-7

  • Formula:

    C5H3BrClNO

  • Chemical Name:

    5-BROMO-3-CHLORO-2-HYDROXYPYRIDINE

  • Synonyms:

    5-BROMO-3-CHLORO-2-HYDROXYPYRIDINE;5-BROMO-3-CHLOROPYRIDIN-2-OL;5-Bromo-3-chloro-2(1H)-pyridinone

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

5-BROMO-3-CHLORO-2-HYDROXYPYRIDINE Basic Attributes

208.44

206.908646

-0

Characteristics

29.1

1.5

Solid

1.9±0.1 g/cm3

199-202℃

303.8°C at 760 mmHg

137.5±26.5 °C

1.629

5-BROMO-3-CHLORO-2-HYDROXYPYRIDINE Use and Manufacturing

Step2: 5-Bromo-3-chloro-2-((tetrahydro-2H-pyran-4-yl)oxy)pyridine[254][255]Potassium carbonate (2.0 eq.) was added to a solution of tetrahydro-2H-pyran-4-yl methanesulfonate (1.2 eq.) and 5-bromo-3-chloropyridine-1-ol (1.0 eq.) in N, N-dimethylformamide (0.2 M). The reaction mixture was stirred at 100 for 18 h. The reaction mixture was allowed to reach room temperature, diluted with ethyl acetate and washed with water. The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated. The resultant residue was purified by flash column chromatography on silica gel to afford 5-bromo-3-chloro-2-((tetrahydro-2H-pyran-4-yl) oxy) pyridine.36.0 g (172.7 mmol) of 3-Chloro-5-octyl-2-(4-octyloxyphenyl)pyridine 10.5 ml (203.0 mmol) of bromine are added dropwise at 0° C. to 23.9 g (184.5 mmol) of 3-chloro-2-hydroxypyridine in 240 ml of dimethylformamide, and the mixture is stirred at room temperature for 2 hours. 200 ml of water are subsequently added, and 30 g of sodium sulfite in 100 ml of water are added dropwise. After 15 minutes, the mixture is extracted three times with 200 ml of dichloromethane in each case, the combined organic phases are dried over sodium sulfate and filtered, and the filtrate is evaporated to dryness, giving 36.58 g of

Computed Properties

Molecular Weight:208.44
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:206.90865
Monoisotopic Mass:206.90865
Topological Polar Surface Area:29.1
Heavy Atom Count:9
Complexity:209
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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