Hydrochloric Acid → HCID 90168592, compound

Participants

Reaction Steps

tert-Butyl ((5-(2-fluorophenyl)-1-((3-(2-((3-hydroxypropyl)amino)-2-oxoethoxy)phenyl)sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamate 11a (99 mg, 0.17 mmol) was dissolved in 5 mL of dichloromethane, and the reaction solution was cooled in an ice bath, followed by dropwise addition of a solution of hydrogen chloride in 1,4-dioxane (4 N, 2 mL), and then the reaction solution was stirred for 3 h. The pH of the reaction solution was adjusted to 7 to 8 with the saturated sodium bicarbonate solution, and it was extracted with dichloromethane (50 mL×2). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by thin layer chromatography with elution system A to obtain the title product 2-(3-((2-(2-fluorophenyl)-4-((methylamino)methyl)-1H-pyrrol-1-yl)sulfonyl)phenoxy)-N-(3-hydroxypropyl)acetamide 11 (80 mg, a light yellow oil) in 97% yield.

Provenance & Evidence