Dimethylamine → HCID 68698324, compound

Participants

Reaction Conditions

Reaction Steps

To the crude coupling product 2-[1-(3-ethoxy-4-methoxy-benzyl)-piperidin-4-ylamino]-benzo-oxazole-7-carboxylic acid (42.5 mg, 0.1 mmol, 1.0 equiv) dissolved in anhydrous DMF (1 mL) was added CDI (32.4 mg, 0.2 mmol, 2.0 equiv) and the reaction mixture stirred at 50° C. After 1 h, a solution of dimethylamine 5.6 M in ethanol (71 μL, 0.4 mmol, 4.0 equiv) was added and the reaction mixture stirred at 50° C. for another 24 h. Removal of the solvent under reduced pressure and purification by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water provided 9.0 mg (20%) of the title compound. MS (ESI): 452.0 [M+H]+.

Provenance & Evidence