| Identification | More | [Name]
2-Amino-5-bromo-3-(hydroxymethyl)pyridine | [CAS]
335031-01-1 | [Synonyms]
(2-AMINO-5-BROMO-3-PYRIDINYL)METHANOL
(2-AMINO-5-BROMO-PYRIDIN-3-YL)-METHANOL
2-Amino-5-bromopyridine-3-methanol
2-Amino-5-bromo-3-(hydroxymethyl)pyridine
2-Amino-5-Bromo-3-(Hydroxymeth | [Molecular Formula]
C6H7BrN2O | [MDL Number]
MFCD05664025 | [Molecular Weight]
203.04 | [MOL File]
335031-01-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
137-140°C | [Boiling point ]
343.5±37.0 °C(Predicted) | [density ]
1.766±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
Acetone, Ethyl Acetate, Methanol | [form ]
Solid | [pka]
13.16±0.10(Predicted) | [color ]
Off-white to yellow | [InChI]
InChI=1S/C6H7BrN2O/c7-5-1-4(3-10)6(8)9-2-5/h1-2,10H,3H2,(H2,8,9) | [InChIKey]
HIVQAWXDBPYNDU-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C(Br)C=C1CO | [CAS DataBase Reference]
335031-01-1(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
2-Amino-5-bromo-3-(hydroxymethyl)pyridine can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process. | [Synthesis]
2-Amino-5-bromo-3-(hydroxymethyl)pyridineBromine (8.4 mL, 189.4 mmol) was added dropwise over 1 hour to a solution of 2- amino-3-(hydroxymethyl)pyridine (19.6 g, 157.8 mmol) in acetic acid (350 mL) at room temperature. The reaction mixture was then stirred overnight. After concentration to dryness, the residue was partitioned between a saturated solution of potassium carbonate (300 mL) and ethyl acetate (200 ml_). The aqueous layer was separated and extracted with ethyl acetate (2 x 200 ml_). The combined organic phases were washed with a saturated solution of sodium chloride (200 ml_), dried over sodium sulfate, filtered and concentrated to dryness. After trituration of the residue in pentane, the title product was obtained as a yellow solid (27.0 g, 84%). | [References]
[1] Patent: WO2011/61214, 2011, A1. Location in patent: Page/Page column 30-31
[2] Patent: EP1226138, 2004, B1
[3] Patent: US2004/53814, 2004, A1
[4] Journal of Medicinal Chemistry, 2003, vol. 46, # 9, p. 1627 - 1635
[5] Patent: CN108440523, 2018, A. Location in patent: Paragraph 0028; 0030 |
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