Water → 1-(Phenylsulfonyl)-2-propyl-1H-pyrrolo[2,3-b]pyridine

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 1-(benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine (400 mG, 1.55 mmol) in tetrahydrofuran (15 mL) at -78° C. was added n-BuLi (0.74 mL of a 2.5M solution in hexane, 1.86 mmol) dropwise. The mixture was stirred 1 h at -78° C. then warmed to rt for 5 min. The mixture was again cooled to -78° C. then iodo propane (0.45 mL, 4.65 mmol) was added and the mixture was stirred 1 h at rt. Water was added, and extractive workup (EtOAc) and purification (SiO2, 20% EtOAc/hexane) gave 1-(benzenesulfonyl)-2-propyl-1H-pyrrolo[2,3-b]-pyridine.

Provenance & Evidence