反应详情

D2 (100 mg) was dissolved in DMF (1.2 ml), treated with K2CO3 (50 mg) then ethyl 3-bromopropionate (90 mg) and heated to 130° C. overnight. After this time LCMS showed the reaction to be incomplete so further ethyl 3-bromopropionate was added (45 mg) and stirring continued at 130° C. for 2 hours. LCMS showed no change so the reaction mixture was evaporated then partitioned between DCM and H2O. The organic layer was removed and the aqueous solution extracted with DCM. The combined organics were dried over MgSO4, filtered and evaporated to give the crude product (148 mg). This was purified on a silica cartridge (25+S), eluting with a 0 to 25% mixture of EtOAc in petroleum ether and then again on a 25+M cartridge with a 0 to 30% mixture of EtOAc in petroleum ether to give the title compound MF105672-144A3 (38 mg) as a white solid. δH (CDCl3, 400 MHz): 1.21 (3H, t), 2.85 (2H, t), 4.12 (2H, q), 4.50 (2H, t), 6.60 (1H, d), 7.21 (1H, d), 7.42-7.52 (6H, m), 7.91 (1H, s), 8.00 (1H, d), 8.46 (1H, s). MS (ES+): C26H20F3N3O3S requires 511; found 512 (MH+).

1. customthe reaction
2. additionwas added (45 mg)
3. customwas evaporated
4. customthen partitioned between DCM and H2O
5. customThe organic layer was removed
6. extractionthe aqueous solution extracted with DCM
7. dry with materialThe combined organics were dried over MgSO4
8. filtrationfiltered
9. customevaporated
10. customto give the crude product (148 mg)
11. customThis was purified on a silica cartridge (25+S)
12. washeluting with a 0 to 25% mixture of EtOAc in petroleum ether