反应详情

温度

130 °C

A mixture of 2-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-4 trifluoromethanesulfonyloxy-5,6,8,9-tetrahydro-pyrimido[4,5-d]azepine-7-carboxylic acid tert-butyl ester (0.0008 mol), (4-methylphenyl)-boronic acid (0.0008 mol), Pd(dppf)Cl2 (0.00008 mol) and K2CO3 (0.0016 mol) in 2-propanone/toluene/water (4:4:1, 8 mL) was stirred in a microwave for 30 min at 130° C. The separated organic layer was filtered over silica gel and the filtrate was concentrated. The residue was purified by FCC (petroleum ether/Et2O). The product fractions were collected and the solvent was evaporated. This residue was dissolved in TFA/DCM/water (5:12:1, 12 mL) and stirred at rt for 90 min. The mixture was concentrated and residue was diluted with 1 M NaOH and extracted with DCM (2×). The combined organic layers were washed with satd. NaCl, dried, and concentrated. The residue was recrystallized from 2-propanol to give 0.190 g (64%) of the title compound.

1. filtrationThe separated organic layer was filtered over silica gel
2. concentrationthe filtrate was concentrated
3. customThe residue was purified by FCC (petroleum ether/Et2O)
4. customThe product fractions were collected
5. customthe solvent was evaporated
6. dissolutionThis residue was dissolved in TFA/DCM/water (5:12:1, 12 mL)
7. stirringstirred at rt for 90 min
8. concentrationThe mixture was concentrated
9. additionresidue was diluted with 1 M NaOH
10. extractionextracted with DCM (2×)
11. washThe combined organic layers were washed with satd
12. dry with materialNaCl, dried
13. concentrationconcentrated
14. customThe residue was recrystallized from 2-propanol