反应详情

To N-(5-(chloromethyl)-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide (0.250 mmol, 72 mg) in DMF (4 mL) was added ethyl 3-(trifluoromethyl)-1H-pyrazole-4-carboxylate (0.250 mmol, 52.1 mg) and Potassium carbonate (0.750 mmol, 104 mg). The resultant solution was heated to 60° C. with stirring. After 1.5 h the reaction mixture was concentrated to remove DMF before partitioning between EtOAc/H2O and the phases mixed and separated. The organic layer was washed with water (×4) and brine before drying and concentration to a yellow oil. Purification on 10 g Si eluting with 1% MeOH/DCM gave the desired compound as an off-white solid (60 mg, 0.131 mmol, 52.2%). 1H NMR (400 MHz, CDCl3) δ 1.33 (t, 3H) 1.44 (d, 6H) 1.95 (m, 1H) 2.65 (m, 1H) 2.85 (m, 1H) 3.00 (m, 1H) 3.25 (m, 1H) 4.15 (d, 1H) 4.29 (q, 2H) 4.95 (m, 1H) 5.30 (s, 2H) 7.14 (s, 1H) 7.18 (d, 1H) 7.48 (d, 1H) 7.88 (s, 1H).

1. concentrationAfter 1.5 h the reaction mixture was concentrated
2. customto remove DMF
3. custombefore partitioning between EtOAc/H2O
4. additionthe phases mixed
5. customseparated
6. washThe organic layer was washed with water (×4) and brine
7. custombefore drying
8. concentrationconcentration to a yellow oil
9. customPurification on 10 g Si eluting with 1% MeOH/DCM