Dimethylformamide → HCID 66750739, compound

Participants

Reaction Steps

To a mixture of 3-(1,4-Dioxa-spiro[4.5]dec-8-yl)-pyridin-2-ol (as prepared in example 10, Step B, 182 mg, 0.774 mmol) in dry DMF (5 mL) was added cesium carbonate (367 mg, 1.13 mmol) and methyl iodide (80 μL, 1.28 mmol). The reaction mixture was stirred at room temperature for 16 hours, poured onto saturated sodium bicarbonate solution and extracted with ethyl acetate. Purification by flash chromatography (SiO2, 0-10% MeOH/CH2Cl2) afforded 2-(1,4-dioxa-spiro[4.5]dec-8-yl)-1-methyl-1H-pyridin-4-one as the more polar material along with the O-Methyl isomer as the less polar isomer.

Provenance & Evidence