反应详情

(R)—N-(5-(hydroxymethyl)-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide (50 mg, 0.19 mmol) was dissolved in DCM (5 mL) and cooled to 0° C. before thionyl chloride (110 mg, 0.93 mmol) was added. The reaction mixture was stirred at room temperature for 1 h before being concentrated to dryness. The whole was dissolved in DMF (3 mL) to this was added 3,5-bis(trifluoromethyl)-1H-pyrazole (38 mg 0.19 mmol) followed by potassium carbonate (51 mg, 0.37 mmol). The reaction mixture was heated to 60° C. for 2 h before being quenched with water (2 mL) and the organics extracted with EtOAc (3×5 mL). The combined organics were washed with brine, dried (MgSO4) and concentrated under reduced pressure. Purification by preparative acidic HPLC gave (R)—N-(5-((3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide (1.7 mg, 3.7 μmol, 2.0%). MS (ESI): m/z [M+H]+ 456.1

1. additionwas added
2. concentrationbefore being concentrated to dryness
3. dissolutionThe whole was dissolved in DMF (3 mL) to
4. temperatureThe reaction mixture was heated to 60° C. for 2 h
5. custombefore being quenched with water (2 mL)
6. extractionthe organics extracted with EtOAc (3×5 mL)
7. washThe combined organics were washed with brine
8. dry with materialdried (MgSO4)
9. concentrationconcentrated under reduced pressure
10. customPurification by preparative acidic HPLC