反应详情

To a solution of 700 mg (3.57 mmol) 3-borono-4-methoxybenzoic acid in 23 ml DMF, 3.6 ml (7.14 mmol) dimethylamine, 1.5 g (3.93 mmol) HATU and 1.57 ml (14.29 mmol) NMM were added and stirred at RT for 2 hours. The reaction mixture was extracted with EtOAc and water. The organic phase was dried over Na2SO4, filtered and evaporated. The residue was purified by preparative HPLC (Prep. HPLC method 1, gradient: 15-30% in 16 minutes). The fractions containing product were combined and extracted twice with EtOAc. The combined organic phases were dried over Na2SO4, filtered and evaporated to afford 361 mg (1.619 mmol, 45.3% yield) of the title compound as a colorless solid. LCMS: (M+H)=224; tR=0.54 min (LC-MS 4). 1H-NMR (d6-DMSO, 400 MHz) δ ppm 7.56 (m, 1H) 7.44 (dd, 1H) 6.99 (d, 1H) 3.81 (s, 3H) 2.93 (s, 6H).

1. extractionThe reaction mixture was extracted with EtOAc and water
2. dry with materialThe organic phase was dried over Na2SO4
3. filtrationfiltered
4. customevaporated
5. customThe residue was purified by preparative HPLC (Prep. HPLC method 1, gradient: 15-30% in 16 minutes)
6. additionThe fractions containing product
7. extractionextracted twice with EtOAc
8. dry with materialThe combined organic phases were dried over Na2SO4
9. filtrationfiltered
10. customevaporated