Potassium Carbonate → 2-(4-Bromo-2-fluorophenyl)-2-(4-(1-(hydroxymethyl)cyclopropyl)-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)acetamide

Participants

Reaction Steps

A solution of 2-bromo-2-(4-bromo-2-fluorophenyl)acetamide (1.037 mmol) in N,N-dimethylformamide (5 mL) was treated with potassium carbonate (2.96 mmol) and the crude 4-(1-(hydroxymethyl)cyclopropyl)-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride from Example 29a. The reaction was stirred at room temperature overnight. The reaction solution was then diluted with water (100 mL) and was extracted three times with ethyl acetate. The combined organic layers were washed three times with water, three times with brine, and was then dried over sodium sulfate, filtered and concentrated to dryness in vacuo to afford the crude title compound as a yellow oil (500 mg of 85% pure material as determined by 1H NMR, 91% yield over the two steps). MS(ES)+ m/e 470.1/472.0 [M+H]+ (bromide isotope pattern).

Provenance & Evidence