Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

A mixture of 2-(6,7-dimethoxy-4-quinolyloxy)-6-bromo-1-fluoronaphthalene (Step b, 1.7 g, 4.0 mmol), Pd2(dba)3 (183 mg, 0.2 mmol, Aldrich) and P(t-Bu)3 (40 mg, 0.2 mmol, Aldrich) in a two-necked round-bottom flask was degassed under vacuum and refilled with N2. Under N2, dry toluene and LiHMDS (5 mL, 1M in THF, 5.0 mmol, Aldrich) was added to the mixture via syringe. The reaction was stirred at RT under N2 for 16 h. To the reaction was added 1N aqueous HCl (10 mL) and a yellow precipitate was collected by filtration. The solid was washed with 10 mL of water and dried in vacuo at 50° C. for 24 h to give title compound as HCl salt in the form of yellow solid. MS (ESI, pos. ion) m/z: 365 (M+1). Mass Calc'd for C21H17FN2O3: 364.12.

Provenance & Evidence