3-[5-(CHLOROMETHYL)-1,2,4-OXADIAZOL-3-YL]PYRIDINE synthesis
- Product Name:3-[5-(CHLOROMETHYL)-1,2,4-OXADIAZOL-3-YL]PYRIDINE
- CAS Number:15328-03-7
- Molecular formula:C8H6ClN3O
- Molecular Weight:195.61
1594-58-7
136 suppliers
$9.00/5g
79-04-9
352 suppliers
$12.00/5g
15328-03-7
40 suppliers
$71.00/250mg
Yield:15328-03-7 73%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine in dichloromethane;toluene at 0 - 20;Reflux;
Steps:
5
5-(Chloromethyl)-3-(pyridine-2-yl)-1 ,2,4-oxadiazole (SO2-065): To a solution of N- hydroxypicolinimidamide (0.2g g, 1 .5 mmol) in DCM (20 ml) and chloroacetyl chloride (0.2 g, 1 .8 mmol) at 0 °C, diisopropylethylamine (0.23 g, 1 .8 mmol) was added (dropwise). The mixture was warmed up to r.t. and stirred for 24 h. and organic solvent was evaporated and the residue was refluxed overnight in toluene (20 ml_) to complete the cyclization. The product obtained was purified using Si02 chromatography (EtOAc: hexane gradient elution). The required compound SO2-065 (0.24 g, 81 %) was obtained as a white solid.1 H NM R (400 M Hz, CDCI3) δ 8.81 (ddd, J = 4.8, 1 .6, 1 .0 Hz, 1 H), 8.14 (d, J = 7.9 Hz, 1 H), 7.87 (ddd, J = 7.9 Hz, 4.8 , 1 .8 Hz, 1 H), 7.46 (ddd, J = 7.7, 4.8, 1 .2 Hz, 1 H), 4.79 (s, 2H).
References:
WO2012/129564,2012,A2 Location in patent:Page/Page column 143
100-54-9
548 suppliers
$5.00/10g
15328-03-7
40 suppliers
$71.00/250mg
1594-58-7
136 suppliers
$9.00/5g
15328-03-7
40 suppliers
$71.00/250mg
1594-58-7
136 suppliers
$9.00/5g
15328-03-7
40 suppliers
$71.00/250mg