Pyridine → HCID 58424894, compound

Participants

Reaction Steps

The compound (50 mg, 0.17 mmol) prepared in step 5 was dissolved in tetrahydrofuran (5 ml), sequentially added with pyridine (56 μl, 0.69 mmol) and phosphorus tribromide (33 μl, 0.35 mmol) at room temperature. The resulting mixture was stirred for 3 hours and poured into cold saturated sodium bicarbonate aqueous solution. The mixture was extracted with dichloromethane, washed with brine, dried over anhydrous sodium sulfate, and concentrated to dryness. The residue was then dissolved in tetrahydrofuran (4 ml), and 2.0 M dimethylamine tetrahydrofuran solution (1.7 ml, 3.47 mmol) was added dropwise. The resulting mixture was stirred overnight at room temperature and concentrated to dryness. The residue was purified by flash column chromatography (chloroform:methanol=10:1) to obtain the title compound (15 mg, yield (2 step): 27%, colorless oil).

Provenance & Evidence