反应详情

Copper(I) iodide (21 mg, 0.11 mmol) was added to a stirring solution of trans-N-(6-bromo-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)-2,2,2-trifluoroacetamide (100 mg, 0.22 mmol) in DMF (1.5 mL) in a Dean-Stark apparatus. Subsequently a solution of NaOMe (1.2 mL, 1.2 mmol) in methanol was added and stirring was continued at 135° C. for 4 h. After cooling down, the reaction mixture was poured into sat (aq) NH4Cl and extracted with ethyl acetate. The organic layer was washed with brine, dried (MgSO4) and evaporated. After purification on a SPE-column and by HPLC the title compound (11 mg, 13%) was obtained. Data: 1H-NMR (400 MHz, CDCl3) 1.50 (m, 1H), 1.76 (m, 1H), 1.87 (m, 1H), 1.94 (m, 1H), 2.87 (m, 1H), 3.29 (dt, J=12, 3.2, 1H), 3.86 (s, 3H), 4.28 (d, J=3.2, 1H), 4.81 (m, 1H), (Ar) 6.66 (d, J=12, 1H), 6.78 (d, J=12, 1H), 7.10 (m, 1H), 7.20-7.31 (m, 4H), 8.18 (m, 1H, NH).

1. temperatureAfter cooling down
2. additionthe reaction mixture was poured
3. extractionextracted with ethyl acetate
4. washThe organic layer was washed with brine
5. dry with materialdried (MgSO4)
6. customevaporated
7. customAfter purification on a SPE-column and by HPLC the title compound (11 mg, 13%)
8. customwas obtained