Hydrochloric Acid → HCID 86719366, compound

Participants

Reaction Steps

900 mg of 2-(1-(2-fluoro-4-nitrophenyl)-1H-pyrazol-4-yl)pyridine (24f) was dissolved in 25 mL ethyl alcohol (95%), and then the mixture was heated to reflux. HCl (4N, 660 μL) was added to the mixture, and then Fe powder (886.5 mg) was added in batches over 15 minutes, under stirring and refluxing. TLC monitoring was performed to determine completion of the reaction, after which the mixture was cooled down to room temperature and buffered to pH 9-10 with a saturated Na2CO3 solution. Then, the iron sludge in the mixture was removed by vacuum filtration. The filtrate was rotary evaporated, dissolved with water (20 mL), and then extracted with ethyl acetate for three times. The combined organic phase was washed with diluted hydrochloric acid (5%) until the organic phase was free of fluorescence. Then, the combined water phase was buffered to be basic (pH>7) with a saturated sodium bicarbonate solution. The resultant solution was extracted with ethyl acetate for three times. The combined organic phase was dried and rotary evaporated to obtain 540 mg of a light brown solid, with a yield of 67.2%. Thus obtained crude product can be directly used for the next step without further purification.

Provenance & Evidence