反应详情

Methyl 6-chloro-2-(chloromethyl)pyridine-3-carboxylate (1.5 g, 6.82 mmol) was stirred in a solution of methylamine in tetrahydrofuran (35 mL, 70.0 mmol) at room temperature overnight. Water was added and the products extracted into ethyl acetate (2×). The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was triturated in diethyl ether to give a first batch of product. The mother liquor was concentrated in vacuo and the residue purified by flash chromatography (silica, 40-100% ethyl acetate/hexanes) and combined with the first batch to afford the title compound as a white solid. LRMS (APCI) calcd for C8H8ClN2O [M+H]+ 183.0, found 183.0.

1. extractionthe products extracted into ethyl acetate (2×)
2. washThe combined organic extracts were washed with brine
3. dry with materialdried over MgSO4
4. concentrationconcentrated in vacuo
5. customThe residue was triturated in diethyl ether
6. customto give a first batch of product
7. concentrationThe mother liquor was concentrated in vacuo
8. customthe residue purified by flash chromatography (silica, 40-100% ethyl acetate/hexanes)