Triethylamine → HCID 89855035, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5,5-difluoro-N,N-dimethylpiperidine-3-carboxamide (700 mg, 3.05 mmol) in dimethylsulfoxide (30 mL) were added triethylamine (619.2 mg, 6.11 mmol) and 2-amino-6-chloro-3-nitropyridine (531.1 mg, 3.059 mmol). The reaction mixture was heated to 100° C. After 16 h, the mixture was cooled to room temperature and was partitioned between ethyl acetate and water (2×). The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The resulting residue was triturated with pentane to afford 1-(6-amino-5-nitropyridin-2-yl)-5,5-difluoro-N,N-dimethylpiperidine-3-carboxamide (0.9 g) as a yellow solid. MS (ES+APCI) (M+H) 330.2; LCMS retention time: 3.066 min (Method U1).

Provenance & Evidence