Isobutyronitrile → HCID 67402169, compound

Participants

Reaction Steps

3-Pyridinecarboxaldehyde (300 μL, 3.18 mmol) and isobutyronitrile (428 μL, 4.77 mmol) were dissolved in tetrahydrofuran (6.0 mL). To this, lithium diisopropylamide (a 2.0 mmol solution, 2.38 mL, 4.77 mmol) was slowly added dropwise under a nitrogen atmosphere at −78° C. and the mixture was stirred at room temperature for 1 hour. Then, a saturated aqueous ammonium chloride solution was added to the reaction mixture, and extraction with ethyl acetate was performed, followed by washing with brine and drying over anhydrous sodium sulfate. The solvent was evaporated off under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform/methanol 19/1) to give 3-(2-cyano-2-methyl-1-hydroxypropyl)pyridine (Compound CU) (166 mg, yield: 30%).

Provenance & Evidence