6-CHLORO-4-IODOPYRIDIN-3-AMINE synthesis
- Product Name:6-CHLORO-4-IODOPYRIDIN-3-AMINE
- CAS Number:351227-42-4
- Molecular formula:C5H4ClIN2
- Molecular Weight:254.46
400777-00-6
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351227-42-4
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Yield: 93%
Reaction Conditions:
Stage #1:(6-chloro-4-iodopyridin-3-yl)carbamic acid tert-butyl ester with hydrogenchloride;water at 60; for 12 h;
Stage #2: with sodium hydrogencarbonate in water; pH=8 at 20;Saturated solution;
Steps:
9.c
Step c: 6-chloro-4-iodopyridin-3-amine The solution of tert-butyl 6-chloro-4-iodopyridin-3-ylcarbamate (10.0 g, 28 mmol) in 3M HCl (600 mL) was heated at 60° C. for 12 h. The mixture was allowed to cool to room temperature and treated with sat. NaHCO3 to pH=8. The aqueous layer was extracted with ethyl acetate (100 mL*3). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, concentrated and purified by chromatography on silica gel (10% ethyl acetate in petroleum ether as eluant) to afford 6-chloro-4-iodopyridin-3-amine (6.6 g, 93%). 1H-NMR (CDCl3, 400 MHz) δ 7.81 (s, 1H), 7.60 (s, 1H), 4.13 (br s, 2H).
References:
VERTEX PHARMACEUTICALS INCORPORATED US2009/253736, 2009, A1 Location in patent:Page/Page column 29
5350-93-6
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351227-42-4
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171178-45-3
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351227-42-4
103 suppliers
$52.00/100mg