Water → HCID 89579329, compound

Participants

Reaction Steps

Methyl bromoacetate (15 μL, 0.158 mmol) was added dropwise to a stirred suspension of N—[[1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)-4-piperidyl]methyl]cyclobutanamine (50 mg, 0.132 mmol) and cesium carbonate (51 mg, 0.158 mmol) in dry DMF (4 mL) at room temperature. The reaction was allowed to stir for 2 h, then water and ethyl acetate were added and the organic layer separated. The aqueous layer was further extracted with ethyl acetate (×3). The organic layers were combined, washed with water, dried by passage through a hydrophobic frit and concentrated in vacuo to give methyl 2-[cyclobutyl-[[1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)-4-piperidyl]methyl]amino]acetate as a colourless oil (37 mg). LCMS RT=3.20. M+1=451.

Provenance & Evidence