Diisopropylethylamine → HCID 90011519, compound

Participants

Reaction Steps

Step-4: 3-(1-(5-Bromopyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazol-3-yl)-1,2,4-oxadiazol-5(4H)-one: To a stirred and (0° C.) cooled solution of step-3 intermediate (106 mg, 0.303 mmol) and DIPEA (0.106 mL, 0.606 mmol) in DCM (15 mL) was added drop-wise a solution of triphosgene (35 mg, 0.121 mmol) in DCM (3 mL). The reaction was stirred at room temperature for 1 h before quenching with ice water (5 mL). Water (10 mL) was added to the above mixture followed by DCM (25 mL). The layers were separated and the aqueous layer was extracted with DCM (2×15 mL). The combined organic layers were washed with brine (15 mL), dried (Na2SO4) and filtered. The filtrate was rotary evaporated to afford 100 mg (88%) of the title compound as brown solid. ESI-MS (m/z) 376, 378 [(MH)+, Br79,81].

Provenance & Evidence