Hydrochloric Acid → HCID 178522436, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 80 mg of N-[3-(5-fluoro-6-perhydro-1,4-oxazepin-4-yl-1H-benzimidazol-2-yl)-1-(tetrahydropyran-2-yl)-1H-pyrazol-4-yl]piperidine-1-carboxamide in solution in 4 mL of a 4N solution of hydrochloric acid in dioxane is stirred at 22° C. for 1 hour. The reaction medium is concentrated under vacuum in a rotary evaporator, and then reacted again at 22° C. for 16 hours with 4 mL of a 4N solution of hydrochloric acid in dioxane is stirred at 22° C. The reaction medium is concentrated under vacuum in a rotary evaporator. The product is made into a paste in isopropyl ether, but the product is hydroscopic. The reaction crude is purified by flash chromatography, elution being carried out with a mixture of cyclohexane/ethyl acetate then dichloromethane/methanol. The product is diluted in ethyl acetate, and washed with 2 times 5 mL of a 2N aqueous solution of sodium hydroxide. The aqueous phases are extracted with 3 times 10 mL of ethyl acetate. The organic phases are dried over MgSO4, filtered and concentrated under vacuum in a rotary evaporator. 65 mg of N-[3-(5-fluoro-6-perhydro-1,4-oxazepin-4-yl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]piperidine-1-carboxamide are obtained in the form of a gray solid.

Provenance & Evidence