Sulfuric Acid → HCID 10206976, compound

Participants

Reaction Steps

A solution of 0.2 g (0.32 mmol) of 1-(2,4-dichlorobenzyl)-3-(S)-(4-(3-phthalimidopropyloxymethyl)piperidinylmethyl)-4-(S)-(3-thienyl)pyrrolidine (Example 20) and 0.2 mL (6.4 mmol) of hydrazine in 2 mL of ethanol was heated at 60° C. for 5 h. To the reaction mixture was added 20 mL of 10% H2SO4 and the mixture was extracted three times with ethyl acetate. The aqueous layer was brought to pH=12 by addition of 15% NaOH and extracted with ethyl acetate. The combined organic layers were dried over MgSO4, filtered and the filtrate was concentrated to give the title compound. Mass Spectrum (ESI) m/e=496 (M+1 35Cl, 35Cl), 498 (M+1 35Cl, 37Cl), and 500 (M+1 37Cl, 37Cl). [α]D=+14.9 (c=0.875, CHCl3).

Provenance & Evidence