Dimethylformamide → N,N-dimethyl-5-nitropyridin-2-amine

Participants

Reaction Steps

A mixture of 2-chloro-5-nitro-pyridine (500 mg, 3.15 mmol), in DMF (2 mL) was added dropwise to a suspension of NaH (151 mg, 6.31 mmol) in DMF (2 mL). The reaction mixture was stirred at room temperature for one hour then heated to 55° C. overnight. The reaction mixture was then poured into ice water, extracted with EtOAc, washed with brine, dried over sodium sulfate, filtered and concentrated to give dimethyl-(5-nitro-pyridin-2-yl)-amine as a yellow solid. LCMS calcd for C7H11N3 (m/e) 137, obsd 138 (M+H).

Provenance & Evidence