Acetic Acid → HCID 24947011, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-dimethylaminomethyl-N-(2-methylamino-ethyl)-3-(pyridin-3-yloxy)-benzamide (0.090 g, 0.274 mmol) in a 1:1 mixture of THF:MeOH (4 mL) was added [(1-ethoxycyclopropyl)-oxy]trimethylsilane (0.28 mL, 1.37 mmol), AcOH (0.08 mL, 1.37 mmol), and NaCNBH3 (0.088 g, 1.37 mmol). The reaction mixture was heated to 50° C. for 24 h, cooled to rt and concentrated under reduced pressure. The residue was dissolved in CH2Cl2 (15 mL), washed with sat. NaHCO3 (5 mL), dried (Na2SO4), and concentrated. HPLC purification under basic conditions yielded the desired product (0.036 g, 38%). MS (ESI): m/z found, 369.2 [M+H]+.

Provenance & Evidence