Triethylamine → HCID 73442067, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-(2-isocyanato-4,5-dimethyl-thiophen-3-yl)-3-trifluoromethyl-[1,2,4]-oxadiazole (178 mg, 0.615 mmol) in CH2Cl2 (10 mL) were added D-proline (142 mg, 1.23 mmol) and triethylamine (0.128 mL, 0.923 mmol) at 25° C. and the reaction mixture was stirred at 25° C. for 12 h. The reaction mixture was diluted with CH2Cl2 (20 mL) and washed with 2N aqueous HCl solution (15 mL) followed by H2O (20 mL). The organic layer was dried over Na2SO4, filtered and evaporated. The residue was purified using silica gel column chromatography using a gradient of CH2Cl2:MeOH (100:0 to 95:5) to furnish the desired compound as an off-white solid (120 mg, 48%). MS (ESI): m/z=403.4 (M−H)−.

Provenance & Evidence