Morpholine → HCID 59542482, compound

Participants

Reaction Conditions

Reaction Steps

(5-Bromo-thiophen-3-yl)-(3,3-dimethyl-piperidin-1-yl)-Methanone (0.1 g) was dissolved in N,N-dimethylethanol (0.5 mL). Copper (I) iodide (0.003 g), copper powder (0.001 g), morpholine (0.045 mL) and potassium phosphate tribasic (0.001 g) were added. The mixture was heated to 70° C. and stirred overnight then diluted with water (2 mL) and the solvent evaporated. The residue was purified by flash chromatography on silica, eluting with 0-60% ethyl acetate in cyclohexane. The fractions containing the desired product were combined and evaporated to give the title compound as a gum (0.008 g). LCMS m/z 309.15 [M+H]+ RT=9.77 min (Analytical Method 1). 1H NMR δ (ppm)(CHCl3-d): 6.7 (s, 1H), 6.2 (s, 1H), 4.8 (m, 4H), 3.6-3.5 (m, 2H), 3.3 (m, 2H), 3.1 (m, 4H), 1.6 (m, 2H), 1.5 (m, 2H), 0.9 (s, 6H).

Provenance & Evidence