Hydrochloric Acid → HCID 90412294, compound

Participants

Reaction Steps

A mixture of Example 236C (0.4 g, 0.750 mmol), Example 223B (0.302 g, 0.900 mmol), sodium carbonate (0.238 g, 2.250 mmol), and [1,1′-bis(diphenylphosphino)ferrocene]dichloro-palladium(II) dichloromethane adduct (0.043 g, 0.053 mmol) in 10 mL tetrahydrofuran and 3 mL water was heated at 80° C. for 4 hours. The mixture was cooled to room temperature and treated with 2N lithium hydroxide (1.875 mL, 3.75 mmol) for 4 hours. The mixture was neutralized with 2N aqueous hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with water and brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography eluting with 0-5% methanol in dichloromethane to afford the title compound. MS (ESI(+)) m/e 475 (M+H)+.

Provenance & Evidence