2-CHLORO-3-IODOPYRIDIN-4-AMINE synthesis
- Product Name:2-CHLORO-3-IODOPYRIDIN-4-AMINE
- CAS Number:909036-46-0
- Molecular formula:C5H4ClIN2
- Molecular Weight:254.46
14432-12-3
546 suppliers
$5.00/5g
800402-12-4
162 suppliers
$46.00/500mg
909036-46-0
169 suppliers
$31.00/1g
1171919-00-8
54 suppliers
$21.00/100mg
Yield:800402-12-4 49.7%
Reaction Conditions:
with potassium acetate;Iodine monochloride in acetic acid at 70; for 4 h;Inert atmosphere;
Steps:
4.2.1 Experimental procedure for the synthesis of 2-chloro-5-iodopyridin-4-amine (2)
A mixture of 2-chloro-4-amino pyridine 1 (20g, 0.15mol), potassium acetate (22.9g, 0.23mol) and ICl (27.7g, 0.17mol) in glacial acetic acid (200mL) was heated to 70°C for 4h. The solvent was concentrated under reduced pressure. The residue was neutralized with 10% NaHCO3 solution (250mL) and extracted with two 300-mL portions of EtOAc. The combined organic extracts were washed with brine (200mL) and dried over anhydrous Na2SO4. The solvent was removed in vacuum. The crude product showed a mixture of iodopyridines 2, 3 and 4 in the ratio 45:45:10. The required compound 2 (elution 2) was isolated via normal phase preparative HPLC (mobile phase: 60:40, 0.1% TFA in hexane-IPA; column: SunFire Silica 19*150mm, 5μm; Flow rate: 18.0mL/min) in 49.7% yield (19.7g) as an off white solid.
References:
Jose, Gilish;Suresha Kumara;Nagendrappa, Gopalpur;Sowmya;Jasinski, Jerry P.;Millikan, Sean P.;Chandrika;More, Sunil S.;Harish [European Journal of Medicinal Chemistry,2014,vol. 77,p. 288 - 297]
14432-12-3
546 suppliers
$5.00/5g
909036-46-0
169 suppliers
$31.00/1g
14432-12-3
546 suppliers
$5.00/5g
800402-12-4
162 suppliers
$46.00/500mg
909036-46-0
169 suppliers
$31.00/1g