ChemicalBook CAS DataBase List 6-CHLORO-4-IODOPYRIDIN-3-AMINE

6-CHLORO-4-IODOPYRIDIN-3-AMINE synthesis

3synthesis methods

Product Name:6-CHLORO-4-IODOPYRIDIN-3-AMINE
CAS Number:351227-42-4
Molecular formula:C5H4ClIN2
Molecular Weight:254.46

400777-00-6 Synthesis

CARBAMIC ACID, (6-CHLORO-4-IODO-3-PYRIDINYL)-, 1,1-DIMETHYLETHYL ESTER

400777-00-6
89 suppliers
$55.00/1g

351227-42-4
102 suppliers
$52.00/100mg

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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$6.00/5g

351227-42-4
102 suppliers
$52.00/100mg

References

5-[N-(TERT-BUTOXYCARBONYL)AMINO]-2-CHLOROPYRIDINE

171178-45-3
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$8.00/250mg

351227-42-4
102 suppliers
$52.00/100mg

References