Hydrochloric Acid → HCID 76754946, compound

Participants

Reaction Steps

Fluoro-benzo-furan-amine 8 (1.0 g, 6.527 mmol) was suspended with water (12.55 mL) and concentrated HCl (1.5 mL) was added. The mixture was cooled in an ice bath and a solution of 200 mg NaNO2 in water (12.55 mL) was added dropwise and the mixture was stirred for 30 min. The pH of the solution (Solution A) was adjusted to 4.5 with a 10% solution of Na2CO3. Ethyl-2-oxo-5-methylpiperidine-3-carboxylate (1.19 g, 6.527 mmol) was dissolved in water (12.55 mL) containing potassium hydroxide (0.35 g, 6.25 mmol). The solution was stirred at room temperature overnight. This solution was then cooled in an ice bath and was treated with a solution of fluoro-benzo-furan diazonium chloride (Solution A). The pH of the resulting solution was adjusted to pH 5 by the addition of acetic acid. Stirring was continued for 4 h at 0° C. and kept overnight at freeze. The solid obtained was filtered to yield the desired compound 9 (500 mg, yield 29%).

Provenance & Evidence