Réaction #159842

Équation de réaction

6-(bromomethyl)-3-methoxy-2-nitropyridine

methythioglycolate

potassium carbonate

→

Methyl 2-((5-methoxy-6-nitropyridin-2-yl)methylthio)acetate

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   ConcentrationAfter concentrated the mixture
2. 2
   Autrewas purified by column chromatography

Mode opératoire

A mixture of 6-(bromomethyl)-3-methoxy-2-nitropyridine (30 mmol, 0.74 g), methythioglycolate (2.7 mL, 30 mmol), and potassium carbonate (5.5 g, 40 mmol) in methanol (200 mL) was stirred at room temperature for 10 hours. After concentrated the mixture was purified by column chromatography using PE/DCM (1:1, v/v) followed by DCM to the titled compound. 1H-NMR (CDCl3): δ 3.27 (S, 2H, CH2), 3.74 (S, 3H, OCH3), 3.93 (S, 2H, CH2), 3.99 (S, 3H, OCH3), 7.51 (d, 1H, J=8.6 Hz, Py-H), 7.65 (d, 1H, J=8.6 Hz, Py-H); HR-MS (ESI+) m/z 272.0467 [M+H]+ C10H12N2O5S requires 273.0547.

Source