Ammonium Chloride → HCID 69081523, compound

Participants

Reaction Steps

2-(2-Chloro-pyridin-4-yl)-1-o-tolyl-propan-2-ol (141 mg, 0.54 mmol), tris(dibenzylideneacetone)dipalladium(0) (99 mg, 0.11 mmol) and 2-(dicyclohexylphosphino)biphenyl (99 mg, 0.28 mmol) are mixed in dry THF (5 mL). Then Argon is bubbled through the solution for 5 min and 1.0 M LiHMDS (2.2 mL, 2.2 mmol) is added. Then the reaction mixture is heated at 65° C. for 16 hrs before the saturated NH4Cl aqueous solution (10 mL) is added along with water (20 mL). The mixture is extracted with EtOAc (3×25 mL) and the organic layers are combined and concentrated to give the crude product. Purification by silica flash column chromatography using MeOH in DCM (gradient from 0% to 10%) affords 37 mg of the desired product.

Provenance & Evidence