Potassium Carbonate → (5-But-3-ynylpyridin-2-yl)isopropylamine

Participants

Reaction Steps

Under an argon atmosphere 361 mg (1.88 mmol) of dimethyl (1-diazo-2-oxopropyl)phosphonate in 4 mL of MeOH was added to a solution of 300 mg (1.57 mmol) of 3-(6-isopropylaminopyridin-3-yl)propionaldehyde and 434 mg (3.14 mmol) of potassium carbonate in 6 mL of MeOH and the mixture was stirred for 3 hours at RT. The reaction mixture was diluted with water and EtOAc, combined with saturated aqueous sodium hydrogen carbonate solution, and the organic phase was separated off, extracted with water, dried over magnesium sulfate, filtered, and the solvent was removed in vacuo. Yield: 220 mg (75% of theoretical); C12H16N2 (M=188.269); calc.: molpeak (M+H)+:189; found: molpeak (M+H)+:189; HPLC-MS: 4.09 minutes (method G).

Provenance & Evidence