Hydrochloric Acid → HCID 178464313, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 380 mg of 1,1-diethyl-3-[3-(5-fluoro-6-perhydro-1,4-oxazepin-4-yl-1H-benzimidazol-2-yl)-1-(tetrahydropyran-2-yl)-1H-pyrazol-4-yl]urea in solution in 5 mL of a 4N solution of hydrochloric acid in dioxane is stirred at 22° C. for 2 hours. The reaction medium is concentrated under vacuum in a rotary evaporator, and then again reacted at 22° C. for 16 hours with 5 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 diluted in ethyl acetate, and washed with 2 times 20 mL of a 2N aqueous solution of sodium hydroxide. The aqueous phases are extracted with 3 times 20 mL of ethyl acetate. The organic phases are dried over MgSO4, filtered and concentrated under vacuum in a rotary evaporator. The yellow foam obtained is made into a paste in isopropyl ether, triturated, filtered and dried under vacuum at 40° C. 230 mg of 1,1-diethyl-3-[3-(5-fluoro-6-perhydro-1,4-oxazepin-4-yl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]urea are obtained in the form of a pale yellow solid. 1H NMR (500 MHz, DMSO-d6, δ in ppm): 1.23 (t, J=7.0 Hz, 6H); 1.96 (m, 2H); 3.35 (m masked, 4H); 3.39 (q partially masked, J=7.0 Hz, 4H); 3.79 (m, 4H); from 6.98 to 7.39 (broad m, 2H); 7.98 (s, 1H); 9.87 (broad s, 1H).

Provenance & Evidence