Isopropanol → HCID 58046453, compound

Participants

Reaction Conditions

Reaction Steps

Oxalyl chloride (3.33 mL, 38.1 mmol) was slowly added to a stirred mixture of DMSO (2.70 mL, 38.1 mmol) in Dichloromethane (25 mL) at −78° C. The mixture was stirred at −78° C. for 10 min before 2-{[5-(4-fluorophenyl)pyridazin-3-yl]amino}ethanol (888 mg, 3.81 mmol) in 3.5 mL DMSO was added. The reaction mixture was left to stir at −78° C. for 20 min, treated with triethylamine (5.31 ml, 38.1 mmol), left to stir at −78° C. for 10 min, and allowed to warm to room temp. The mixture was treated with isopropanol (9 mL), diluted with ethyl acetate (200 mL), and washed with 2% sodium hypochlorite (200 mL) and water (200 mL). The aqueous layer was extracted with chloroform:isopropanol (3:1). The combined organics were dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure to afford the title compound. LRMS (APCI) calc'd for (C12H9FN3) [M+H]+, 214.1. found 214.0.

Provenance & Evidence