2-METHOXY-3-CHLOROMETHYL PYRIDINE synthesis
- Product Name:2-METHOXY-3-CHLOROMETHYL PYRIDINE
- CAS Number:162046-62-0
- Molecular formula:C7H8ClNO
- Molecular Weight:157.6
112197-16-7
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162046-62-0
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Yield:162046-62-0 93%
Reaction Conditions:
with thionyl chloride in dichloromethane at 20; for 1 h;
Steps:
2 12.2 3-(Chloromethyl)-2-methoxypyridine (45)
Alcohol 44 (1.0 g, 7.2 mmol) was dissolved in 35 ml dichloromethane.
Thionyl chloride (9.4 ml, 18 mmol) was added drop-wise and with stirring and the mixture was stirred for 1 h at room temperature.
The mixture was concentrated under reduced pressure.
The residue was re-suspended in dichloromethane and saturated sodium bicarbonate solution was added carefully.
The mixture was stirred for 10 min and the organic phase was then separated, dried over magnesium sulphate, filtered and evaporated to give 45 (1.05 g, 6.7 mmol, 93% yield) as a pale yellow oil.
Purity 95%. 1H NMR (300 MHz, CDCl3) δ ppm 4.01 (s, 3H, MeO), 4.60 (s, 2H, CH2), 6.90 (dd, J = 5.1, 7.0 Hz, 1H, H-5), 7.65 (d, J = 7.1 Hz, 1H, H-4), 8.13 (d, J = 4.7 Hz, 1H, H-6). UPLC/MS (3 min) retention time 1.46 min. LRMS: m/z no ionization.
References:
Buil, Maria Antonia;Calbet, Marta;Castillo, Marcos;Castro, Jordi;Esteve, Cristina;Ferrer, Manel;Forns, Pilar;González, Jacob;López, Sara;Roberts, Richard S.;Sevilla, Sara;Vidal, Bernat;Vidal, Laura;Vilaseca, Pere [European Journal of Medicinal Chemistry,2016,vol. 113,p. 102 - 133]
67367-26-4
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162046-62-0
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16498-81-0
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$5.00/1g
162046-62-0
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71255-09-9
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$19.00/1g
162046-62-0
37 suppliers
$250.00/500mg