1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 86721866, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-N-(4-fluoro-benzyl)-N-isobutyl-benzenesulfonamide (200 mg, 500 μmol), 4-amino-1-boc-piperidine (120 mg, 600 μmol), Pd2(dba)3 (46 mg, 50 μmol), XantPhos (29 mg, 50 μmol), and sodium tert-butoxide (106 mg, 1.1 mmol) in toluene (5 mL) was degassed with nitrogen then heated at 125° C. for 30 minutes in a microwave reactor. Water was added then extracted with EtOAc, washed with brine, dried with Na2SO4, concentrated and purified by silica gel column chromatography (0-50% EtOAc in cyclohexane) to give 4-{4-[(4-fluoro-benzyl)-isobutyl-sulfamoyl]-phenylamino}-piperidine-1-carboxylic acid tert-butyl ester (208 mg, 80%). LCMS (m/z, Method A) ES− 518[M−1]−.

Provenance & Evidence