反应详情

温度

110 °C

To a 35 ml sealed tube, 1-(2-bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-yl)-2,2-dimethylpropane-1-one (2.0 g, 0.0048 mole) and (4-aminophenyl)methanol (0.78 g, 0.0063 mole) was taken in toluene (20.0 ml). The reaction mixture was purged with argon for 15 min at RT followed by Cs2CO3 (4.7 g, 0.0144 mole) was added and further purged for 30 min with argon. BINAP (0.06 g, 0.0001 mole) and Pd(OAc)2 (0.021 g, 0.0001 mole) were added to reaction mixture and heated to 110° C. for 4 hr. After completion of the reaction, the reaction mixture was filtered through celite bed and washed with ethyl acetate. Filtrate was collected and concentrated to afford crude product which was subjected for the column purification. The reaction with repeated twice and the crude product from each reaction was mixed and then purified using column purification by eluting the compound with 25-30% ethyl acetate in hexanes to yield 4.7 g of 1-(2-(4-(hydroxymethyl)phenylamino)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethylpropan-1-one.

1. customTo a 35 ml sealed tube
2. customThe reaction mixture was purged with argon for 15 min at RT
3. additionwas added
4. customfurther purged for 30 min with argon
5. customAfter completion of the reaction
6. filtrationthe reaction mixture was filtered through celite bed
7. washwashed with ethyl acetate
8. customFiltrate was collected
9. concentrationconcentrated
10. customto afford crude product which
11. customwas subjected for the column purification
12. customThe reaction
13. custompurified
14. customcolumn purification
15. washby eluting the compound with 25-30% ethyl acetate in hexanes