2,3-Diamino-5-bromopyridine synthesis
- Product Name:2,3-Diamino-5-bromopyridine
- CAS Number:38875-53-5
- Molecular formula:C5H6BrN3
- Molecular Weight:188.03
6945-68-2
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38875-53-5
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Yield:38875-53-5 95%
Reaction Conditions:
with aluminum (III) chloride;water;iron in isopropyl alcohol at 90; for 0.75 h;
Steps:
2.I.1
EXAMPLE 2; Representative Procedures for the Synthesis of a 1,4-Benzodiazepinone bearing a C5-1H- Imidazo[4,5-b]pyridin-2(3H)-one Group; .Part I: Synthesis of Imidazo[4,5-b]pyridin-2(3H)-one Boronic Acid; Step 1 5-Bromopyridine-2,3-diamine. 5-Bromo-3-nitropyridin-2-amine (3 g) was dissolved in isopropyl alcohol (56 mL) and water (28 mL). Ammonium chloride (1.47 g, 2 eq) was added followed by iron powder (2.31 g, 3 eq). The reaction was heated to 90 0C for 45 minutes. The solution was then cooled, and diluted with EtOAc, filtered, and the layers were separated. The organic layer was then washed with brine, dried over sodium sulfate, and concentrated delivering product as a solid (2.45 g, 95% yield). 1H-NMR (300 MHz, DMSO-d6) δ 7.25 (d, IH), 6.77 (d, IH), 5.70 - 5.40 (bs, 2H), 5.20 - 4.80 (bs, 2H).
References:
WO2010/121164,2010,A2 Location in patent:Page/Page column 60
6945-68-2
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38875-53-5
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38875-53-5
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