反应详情

To the solution of [3-(aminomethyl)phenyl]boronic acid hydrochloride (325 mg, 1.2 mmol) in dioxane/H2O (10 mL/3.3 mL) was added 1,1-dimethylethyl (2S)-4-[(5-bromo-2-thienyl)methyl]-2-methyl-1-piperazinecarboxylate (450 mg, 1.2 mmol), K2CO3 (828 mg, 6.0 mmol) and Pd(PPh3)4 (70 mg, 0.06 mmol). The resulting solution was irradiated in a microwave reactor at 150° C. for 20 minutes and diluted with EtOAc (5 mL). The organic layer was collected and the aqueous layer was extracted by EtOAc (2×5 mL). The organic layers were combined, dried over Na2SO4, filtered and concentrated. The residue was purified by Gilson HPLC, eluting with acetonitrile/water/0.1% TFA (10/90 to 90/10, v/v, over 12 min), to give the title compound (200 mg, 42%). LC/MS: m/z, 402 (M+H), 1.24 min.

1. customThe resulting solution was irradiated in a microwave reactor at 150° C. for 20 minutes
2. customThe organic layer was collected
3. extractionthe aqueous layer was extracted by EtOAc (2×5 mL)
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated
7. customThe residue was purified by Gilson HPLC
8. washeluting with acetonitrile/water/0.1% TFA (10/90 to 90/10