1,2-Dichloroethane → HCID 71522976, compound

Participants

Reaction Steps

2,6-Difluoro-4-(2-{(1S,2R)-2-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]cyclopropyl}ethoxy)benzoic acid (40 mg, 0.098 mmol) in 0.5 mL of DCM was stirred with EDC (37.6 mg, 0.196 mmol), HOBt (30 mg, 0.196 mmol) and DIPEA (64 mg, 0.49 mmol) at RT for 15 min. Cyclopropylamine (11.2 mg, 0.196 mmol) was added. The reaction mixture was stirred overnight. Solvent was removed under vacuum. The residue was purified by mass directed RPHPLC. The product fraction was basified with 2 M sodium bicarbonate aq. solution. The product was extracted with EtOAc. The organic layer was dried with sodium sulfate and concentrated to yield Example 3. LCMS calc: 446.45; obs: 447.01 (M+1); Human GPR119 EC50: 5.28 nM.

Provenance & Evidence