Tri-o-tolylphosphine → HCID 10339432, compound

Participants

Reaction Conditions

Reaction Steps

5-Bromo-3-(morpholin-4-ylsulfonyl)-1H-indole-2-carboxamide (50 mg, 0.13 mmol, 1.0 equiv), 2-(tributylstannyl)furan (48 μL, 0.15 mmol, 1.2 equiv), tri-o-tolylphosphine (7.8 mg, 0.03 mmol, 0.2 equiv) and palladium(II)acetate (2.9 mg, 0.015 mmol, 0.1 equiv) were dissolved in 5 mL of dry DMF and heated to 90° C. for 1 hour. The mixture was cooled to ambient temperature, poured into aqueous saturated NaHCO3 and the aqueous layer was extracted 3 times with dichloromethane. The combined organic extracts were dried (Na2SO4), filtered and concentrated in vacuo. Purification by flash chromatography through silica gel (0-5% MeOH with 10% NH4OH/dichloromethane) provided the titled compound. Proton NMR for the product was consistent with the titled compound. ESI+MS: 376.1 [M+H]+.

Provenance & Evidence