2-Amino-5-bromo-3-hydroxypyridine
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2-Amino-5-bromo-3-hydroxypyridine
structure -
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CAS No:
39903-01-0
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Formula:
C5H5BrN2O
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Chemical Name:
2-Amino-5-bromo-3-hydroxypyridine
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Synonyms:
3-Pyridinol,2-amino-5-bromo-;2-Amino-5-bromo-3-pyridinol;2-Amino-3-hydroxy-5-bromopyridine;2-Amino-5-bromo-3-hydroxypyridine;5-Bromo-3-hydroxy-2-aminopyridine
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CAS No:
Characteristics
59.1
0.8
Off-white Solid
1.9±0.1 g/cm3
205 °C
295.1°C at 760 mmHg
176.8±27.9 °C
1.692
Slightly soluble in water.
Safety Information
22-43
36/37
Xn
P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P333+P313, P337+P313, P362, P363, P501
H302
|Warning|H302 (23.08%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P321, P322, P330, P333+P313, P363, and P501|Aggregated GHS information provided by 13 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Amino-5-bromo-3-hydroxypyridine Use and Manufacturing
2: 6-Bromo-3H-oxazolo[4, 5-b]pyridin-2-one (21.5 g, 100 mmol) was suspended in NaOH solution (2N, 250 mL, 500 mmol). The mixture was refluxed overnight and a clear solution was obtained. After cooling to room temperature, the reaction solution was neutralized to pH ~7. A lot of C0To a solution of 6-bromo-3H-oxazolo[4, 5-.pound.]pyridin-2-one (28.0 g, 130 mmol) in MeOH (280 mL) was added a solution of NaOH (28.1 g, 703 mmol) in water (280 mL). The mixture was heated to reflux overnight. The organic solvent was removed in vacuo and the aqueous mixture was adjusted to pη 5-6 with 12 M HCl. The resulting precipitate was isolated by filtration, washed with Et[00104] As shown in step 4-iii of Scheme 20, Compound 1012 (34 g, 158.1 mmol) was diluted with 10percent NaOΗ(aq) (500 mL), and the resulting mixture was stirred at 100 As shown in step 4-iii of Scheme 20, Compound 1012 (34 g, 158.1 mmol) was diluted with 10percent NaOΗ(aq) (500 mL), and the resulting mixture was stirred at 100 L. 2-Amino-5-bromo-3-pyridinol 6-Bromooxazolo[4, 5-b]pyridine-2(3H)-one (K. Rufenacht and H. Kristinsson, Helv. Chim. Acta 59 (5), 1953 [1976]) (4.3 g; 0.02 mole) sodium hydroxide (5 g; 0.125 mole) and water (50 ml) were stirred on the steam bath for 45 minutes. The solution was cooled to approximately 10° C. and carefully acidified with concentrated HCl (considerable foaming). The resulting solid was collected by filtration, washed with water and dried. The yield was 3.0 g (79 percent) of tan solid melting at 187° to 189° C. Recrystallization from aqueous ethanol afforded 2.0 g of tan crystals, melting point 195° to 197° C. Analysis calculated for C5 H5 BrN2 O: C, 37.77; H, 2.67; N, 14.82; Br, 42.27. Found: C, 37.76; H, 2.79; N, 14.87; Br, 41.94.
Pharmaceutical intermediates
Computed Properties
Molecular Weight:189.01
XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:187.95853
Monoisotopic Mass:187.95853
Topological Polar Surface Area:59.1
Heavy Atom Count:9
Complexity:101
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-Amino-5-bromo-3-hydroxypyridine
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