Triethylamine → 4-(5-{[4-(Propylsulfonyl)-1-piperazinyl]methyl}-1H-tetrazol-1-yl)-2-(trifluoromethyl)benzonitrile

Participants

Reaction Steps

4-[5-(1-piperazinylmethyl)-1H-tetrazol-1-yl]-2-(trifluoromethyl)benzonitrile (Example 101, 50 mg, 0.15 mmol) was dissolved in DCM and treated with triethylamine (41 μL, 0.29 mmol) followed by 1-propanesulfonyl chloride (20 μL, 0.18 mmol). The mixture was stirred at ambient temperature under argon for 2.5 hours. The reaction mixture was partitioned between water and DCM (5 mL each) and the layers were separated using a hydrophobic frit. The aqueous layer was extracted with further DCM (2×5 mL). The combined DCM extracts were concentrated in vacuo to give the title compound as a pale cream solid (62 mg).

Provenance & Evidence