HCID 68006026, compound → HCID 68006335, compound

Participants

Reaction Steps

At room temperature, to an acetic acid solution (100 ml) of tert-butyl 1-[(5-chloro-3-nitropyridin-2-yl)oxy]cyclopropanecarboxylate (9.61 g) was added iron powder (13.6 g), and stirred for 7 hours, followed by concentration under reduced pressure. To the residue were added ethyl acetate and a saturated aqueous sodium hydrogen carbonate solution for neutralization, followed by filtration through Celite. The organic layer separated from the filtrate was washed with saturated sodium chloride solution, and the aqueous layer was collected and extracted with ethyl acetate. The collected organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford tert-butyl 1-[(3-amino-5-chloropyridin-2-yl)oxy]cyclopropanecarboxylate (7.88 g).

Provenance & Evidence