2-BROMO-5-HYDROXY-3-PICOLINE
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2-BROMO-5-HYDROXY-3-PICOLINE
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CAS No:
54232-03-0
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Formula:
C6H6BrNO
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Chemical Name:
2-BROMO-5-HYDROXY-3-PICOLINE
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Synonyms:
2-BROMO-5-HYDROXY-3-PICOLINE;2-Chloro-5-hydroxy-3-methylpyrdine;2-Chloro-5-hydroxy-3-methylpyridine;6-bromo-5-methylpyridin-3-ol;6-chloro-5-Methylpyridin-3-ol;6-chloro-5-Methyl-3-Pyridinol;2-Chloro-3-methyl-5-hydroxypyridine;3-Pyridinol,6-bromo-5-methyl-
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CAS No:
2-BROMO-5-HYDROXY-3-PICOLINE Use and Manufacturing
Potassium carbonate (1.10 g, 0.0081 mol) was added to a stirred solution of 6- chloro-5-methylpyridine-3-yl acetate (750 mg, 0.004 mol) in MeOH (15 mL) at RT. The reaction mixture was stirred for lh at ambient temperature. The reaction mixture was concentrated under reduced pressure and the residue was diluted with minimum amounts of water and neutralized with 1N HCl (15 mL). After neutralization, the solution was extracted with ethyl acetate (2 x 100 mL). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated to give 6-chloro-5- methylpyridine-3-ol as a off white solid (500 mg, 89percent). MS m/z = 143.01 [M+H]+. 'H-NMR (300MHZ, DMSO-dPotassium carbonate (1.1 g, 8.1 mmol) was added to a stirred solution of 6-chloro-5-methylpyridine-3-yl acetate (269B, 750 mg, 4.0 mmol) in MeOH (15 mL) at RT. The reaction mixture was stirred for 1 h at ambient temperature. The reaction mixture was concentrated under reduced pressure and the residue was diluted with minimum amounts of water and neutralized with 1 N HCl (15 mL). After neutralization, the solution was extracted with EtOAc (2 x 100 mL). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated to give 6-chloro-5-methylpyridine-3-ol (269C) as an off white solid (500 mg, 89percent). MS m/z = 143.01 [M+H]25a. 2-Chloro-3-methyl-5-(2-(S)-azetidinylmethoxy)pyridine citrate To a solution of triphenylphosphine (0.55 g, 2.09 mmol) and (S)-1-t-butyloxycarbonyl-2-azetidinemethanol (0.39 g, 2.09 mmol, Example 7c) in THF (5 mL) at 0 C. was added 25b.
Computed Properties
Molecular Weight:143.57
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:143.0137915
Monoisotopic Mass:143.0137915
Topological Polar Surface Area:33.1
Heavy Atom Count:9
Complexity:99.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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