p-Xylyl bromide → HCID 88172433, compound

Participants

Reaction Steps

Following the procedure describing the preparation of example 6, methyl 3-(phenylmethoxy)indole-2-carboxylate (100 mg) in DMP (5.0 mL) was treated with 12 mg of a NaH suspension (60% in oil) followed by 4-methybenzyl bromide (100 mL). After work-up the crude alkylated material was taken up in dry THF (10 mL) and treated with the lithium 3-pyridylamide (0.3 M in THF) solution as describied previously. Following work-up and purification by flash chromatography the title indole (58.7 mg) was obtained as a white solid.

Provenance & Evidence