Triethylamine → HCID 89704998, compound

Participants

Reaction Steps

To a solution of 4-(trifluoromethyl)benzaldehyde (5.63 mmol) in 1 mL Et2O were added TMSCN (6.19 mmol) followed by ZnI2 (0.28 mmol). At 0° C., a solution of 4,4-difluoropiperidine HCl (6.19 mmol) and Et3N (11.8 mmol) in 5 mL MeOH was dropwise added maintaining the temperature below 10° C. The reaction mixture was then heated to reflux for 3 h. After cooling to RT, an aqueous solution of 10% Na2CO3 was added and the mixture was extracted 3 times with EtOAc. The combined organic layers were washed with brine, dried over MgSO4 and concentrated in vacuo. Purification with CC (KP-NH™ from Biotage) using Hept to Hept/EtOAc (70/30) gives the desired compound as white solid.

Provenance & Evidence