Dimethylformamide → HCID 86677597, compound

Participants

Reaction Conditions

Reaction Steps

N-(2-(2-(4-Bromophenyl)oxazol-4-yl)ethyl)-2,2,2-trifluoroacetamide (200 mg, 0.55 mmol) was dissolved in dry DMF (10 mL) and the solution was purged with argon for 10 min. Zn(CN)2 (97 mg, 0.83 mmol) and PdCl2(dppf) (302 mg, 0.04 mmol) were added to the reaction mixture and heated to 150° C. for 48 h. The reaction mixture was filtered through Celite and the filtrate was concentrated under reduced pressure. The residue was diluted with water and the product was extracted with EtOAc. The combined extracts were dried over anhydrous sodium sulfate and concentrated under reduced pressure to get N-(2-(2-(4-cyanophenyl)oxazol-4-yl)ethyl)-2,2,2-trifluoroacetamide (150 mg), which was used for the next step without further purification. MS (ESI) m/z: Calculated for C14H10F3N3O2: 309.07. found: 307.9 (M−H)−.

Provenance & Evidence