2-Amino-4-bromopyridine synthesis
- Product Name:2-Amino-4-bromopyridine
- CAS Number:84249-14-9
- Molecular formula:C5H5BrN2
- Molecular Weight:173.01
2-Amino-4-bromopyridine can be used as organic intermediate and pharmaceutical intermediate, mainly in laboratory research and development process. It can be synthesized by 4-bromopyridine hydrochloride through esterification, amination and Hoffmann degradation.
207799-10-8
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84249-14-9
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Yield:84249-14-9 58%
Reaction Conditions:
Stage #1:(4-bromopyridin-2-yl)-carbamic acid tert-butyl ester with water;hydrogen bromide for 16 h;
Stage #2: with water;sodium hydrogencarbonate
Steps:
2-Amino-4-bromopyridine (166)tert-Bxxy carbamate 155 (200 mg, 0.73 mol) is suspended in water (1 mL) and treated with HBr (1 mL, 48 wt. % in water). After stirring 16 h, the reaction mixture is poured onto aqueous NaHCO3 (25 mL) and extracted into EtOAc (3 x 25 mL). The combined EtOAc phases are dried (MgSO4) and reduced in vacuo. The title compound is obtained after chromatography of this residue (neat EtOAc).Yield: 73 mg (58%).LC/MS tx 0.69 min.MS(ES+) m/z 175, 173 (M+H).
References:
CURIS, INC. WO2008/57497, 2008, A2 Location in patent:Page/Page column 301
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84249-14-9
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84249-14-9
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