反应详情

A solution of 2-(4-bromo-2-fluorophenyl)-2-(4-cyclopropyl-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)acetic acid (0.408 mmol) in 1,4-dioxane (2 mL) was treated with 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline (0.449 mmol), PdCl2(dppf)-CH2Cl2 adduct (0.020 mmol) and 2M aq potassium carbonate (1.224 mmol). The reaction vessel was purged with nitrogen and sealed, and the mixture irradiated in a Biotage Initiator Microwave at 120° C. for 15 min. The reaction mixture was diluted with methanol (10 mL), treated with Silicycle Si-thiol (20 mg), dried over sodium sulfate, filtered and concentrated in vacuo. Purification of the residue by reverse phase HPLC (10-40% acetonitrile/water with 0.1% NH4OH) followed by lyophilization from water afforded the title compound as a white solid (134 mg, 63%). MS(ES)+ m/e 490.3 [M+H]+.

1. customThe reaction vessel was purged with nitrogen
2. customsealed
3. customthe mixture irradiated in a Biotage Initiator Microwave at 120° C. for 15 min
4. additionThe reaction mixture was diluted with methanol (10 mL)
5. additiontreated with Silicycle Si-thiol (20 mg)
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customPurification of the residue by reverse phase HPLC (10-40% acetonitrile/water with 0.1% NH4OH)