反应详情

温度

100 °C

5-bromo-2-methylpyridin-3-amine (224.9 mg, 1.202 mmol), N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)acetamide (413.7 mg, 1.300 mmol), potassium carbonate (549.4 mg, 3.975 mmol), and Pd(dppf)Cl2*DCM complex (108.7 mg, 0.133 mmol) were suspended in DME (5.0 ml) and water (1.25 ml), and the flask was fit with a reflux condensor and argon was bubbled through for about 15 seconds. Then, the flask was placed in a preheated oil bath (100° C.) and stirred under argon for 80 minutes. The reaction was cooled to room temperature, and the aqueous phase was removed via pipette. The reaction was then concentrated, treated with MeOH, and filtered. Solid washed with MeOH, water, MeOH, and Et2O. Solid then collected and dried under high vacuum to afford N-(6-(5-amino-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide (179.7 mg, 50% yield). MS (ESI pos. ion) m/z: 299. Calculated exact mass for C15H14N4OS: 298.

1. customwas bubbled through for about 15 seconds
2. customThen, the flask was placed in a preheated oil bath
3. temperatureThe reaction was cooled to room temperature
4. customthe aqueous phase was removed via pipette
5. concentrationThe reaction was then concentrated
6. additiontreated with MeOH
7. filtrationfiltered
8. washSolid washed with MeOH, water, MeOH, and Et2O
9. customSolid then collected
10. customdried under high vacuum