Sodium Thiosulfate Pentahydrate → HCID 22171051, compound

Participants

Reaction Steps

To a flask containing 3-[5-(3,4-dichloro-phenyl)-1-(4-methoxy-phenyl)-1H-pyrazol-3-yl]-2-m-tolyl-propane-1-ol (prepared by the method of Example 67; 50 mg, 0.11 mmol, 1.0 equiv) and dichloromethane (2.0 mL) was added Dess-Martin reagent (89 mg, 0.21 mmol, 2.0 equiv) in one portion. The reaction mixture was stirred at room temperature for 30 min then poured into satd aq sodium bicarbonate (5.0 mL) containing sodium thiosulfate pentahydrate (5.0 equiv relative to Dess-Martin reagent). The resulting mixture was then diluted with dichloromethane (3.0 mL) and stirred vigorously for 2 h. The resulting organic layer was washed with water (5.0 mL) then brine (5.0 mL), dried (Na2SO4), and concentrated under reduced pressure, affording the desired aldehyde, which was used in the next step without purification. Rt=3.57 (Method B). MS (ESI): mass calculated for C26H22Cl2N2O2, 464.11; m/z found, 465.0 [M+H]+.

Provenance & Evidence