反应详情

To a 2 dram vial equipped with a stir bar was added 2-(4,6-dichloropyridin-2-yl)thiazole (50 mg, 0.22 mmol), 6-Methyl-2-phenyl-1,3,6,2-dioxazaborocane-4,8-dione (“phenylboronic acid MIDA ester”, 50 mg, 0.22 mmol), Pd(dppf)Cl2 (8 mg, 11 μmol) and K3PO4 (344 mg, 1.62 mmol). The vial was capped with a septum screwcap and then placed under N2 atmosphere. To the vial was added THF (1 mL) and water (0.5 mL). The mixture was placed in a 60° C. oil bath with stirring for 16 h. The reaction mixture was diluted with EtOAc (5 mL) and brine (1 mL). The mixture was shaken; the aq. phase was decanted away via pipet. The organic phase was dried over MgSO4; filtered; and the filtrate was concentrated in vacuo to afford a dark amber solid. This material was subjected to silica gel chromatography to afford 2-(4-chloro-6-phenylpyridin-2-yl)thiazole as a yellow solid (38 mg, 64%). 1H-NMR (400 MHz, CDCl3) δ 8.16 (d, J=1.8 Hz, 1H), 8.14-8.08 (m, 2H), 7.97 (d, J=3.0 Hz, 1H), 7.77 (d, J=1.8 Hz, 1H), 7.58-7.45 (m, 4H).

1. customTo a 2 dram vial equipped with a stir bar
2. customThe vial was capped with a septum screwcap
3. customwas placed in a 60° C.
4. stirringThe mixture was shaken
5. customthe aq. phase was decanted away via pipet
6. dry with materialThe organic phase was dried over MgSO4
7. filtrationfiltered
8. concentrationand the filtrate was concentrated in vacuo
9. customto afford a dark amber solid