6-bromo-3-chloro-2-methoxypyridine synthesis
- Product Name:6-bromo-3-chloro-2-methoxypyridine
- CAS Number:1256810-58-8
- Molecular formula:C6H5BrClNO
- Molecular Weight:222.47
89466-18-2
170 suppliers
inquiry
1256810-58-8
46 suppliers
$90.00/100mg
Yield: 85%
Reaction Conditions:
Stage #1:6-bromo-2-methoxy-pyridin-3-ylamine with hydrogenchloride;sodium nitrite in waterCooling with ice;
Stage #2: with hydrogenchloride;copper(l) chloride in water at 65;Cooling with ice;
Steps:
4.1.3
(3) A solution of sodium nitrite (7.04 g) in water (10 mL) was added dropwise to a suspension of 6-bromo-2-methoxypyridin-3-amine (10.4 g) in concentrated hydrochloric acid (35 mL) under ice-cooling. After stirring for 10 minutes, the reaction system was added dropwise to a suspension of copper chloride (12.7 g) in concentrated hydrochloric acid (15 mL) under ice-cooling, and the mixture was stirred at 65° C. for one hour and 15 minutes. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3) to give the title compound as a yellow powder (9.69 g, 85%). 1H NMR (300 MHz, CDCl3) δ ppm 4.03 (s, 3H), 7.03 (d, J=7.9 Hz, 1H), 7.47 (d, J=7.9 Hz, 1H).
References:
TAISHO PHARMACEUTICAL CO., LTD;NISSAN CHEMICAL INDUSTRIES, LTD. US2011/237791, 2011, A1 Location in patent:Page/Page column 64
20265-35-4
200 suppliers
$22.00/1g
1256810-58-8
46 suppliers
$90.00/100mg
20265-38-7
252 suppliers
$6.00/250mg
1256810-58-8
46 suppliers
$90.00/100mg