Cyclopentanone → HCID 22235945, compound

Participants

Reaction Steps

2-{[4′-(Aminomethyl)-1,1′-biphenyl-4-yl]thio}-N-(cyanomethyl)-4-methylpentanamide (120 mg, 0.33 mmol) was mixed with cyclopentanone (234 μL, 2.64 mmol), sodium cyanoborohydride (25 mg, 0.40 mmol) and MgSO4 (200 mg) and stirred for 18 h. Aqueous sat. NaHCO3 was added, the product was extracted with EtOAc (3×), dried over MgSO4, concentrated in vacuo, and purified by flash chromatography (100% EtOAc to 2% methanol/EtOAc) to afford N-(cyanomethyl)-4-methyl-2-{[4′-(pyrrolidin-1-ylmethyl)-1,1′-biphenyl4-yl]thio}pentanamide. MS (+APCI): 436.3 [M+1]+.

Provenance & Evidence