4-AMINO-3-BROMO-2-CHLOROPYRIDINE synthesis
- Product Name:4-AMINO-3-BROMO-2-CHLOROPYRIDINE
- CAS Number:215364-85-5
- Molecular formula:C5H4BrClN2
- Molecular Weight:207.46
14432-12-3
540 suppliers
$5.00/5g
215364-85-5
135 suppliers
$11.00/250mg
Yield:215364-85-5 62%
Reaction Conditions:
with N-Bromosuccinimide;acetic acid at 0 - 20; for 1 h;Inert atmosphere;
Steps:
Compound 17B: 3-bromo-2-chloropyridin-4-amine
To a stirred solution of 2-chloropyridin-4-amine 17A (2 g, 15.56 mmol) in acetic acid (20 mL) was added NBS (2.77 g, 15.56 mmol) portion-wise at 00 C under nitrogen. Then reaction mixture was allowed to stir at room temperature for 1 h. The solvent was removed under reduced pressure, followed by azeotropic distillation with ethanol. The cmde compound was purified by silica gel chromatography (40 g RediSep column, eluting with a gradient of 10-20 % ethyl acetate in petroleum ether) to yield Compound 15B (2 g, 9.64 mmol, 62.0 % yield) as a white solid. LCMS: m/z = 209.0 [M+Hf’; ret. time 0.84 mm; condition B.
References:
RIGEL PHARMACEUTICALS, INC.;BRISTOL-MYERS SQUIBB COMPANY;DING, Pingyu;GELMAN, Marina;KINSELLA, Todd;SINGH, Rajinder;BHAMIDIPATI, Somasekhar;VELAPARTHI, Upender;BORZILLERI, Robert, M.;RAHAMAN, Hasibur;WARRIER, Jayakumar, Sankara WO2016/133838, 2016, A1 Location in patent:Paragraph 0315
14432-12-3
540 suppliers
$5.00/5g
857730-21-3
174 suppliers
$45.00/50mg
215364-85-5
135 suppliers
$11.00/250mg