1,2-Dichloroethane → HCID 137194528, compound

Participants

Reaction Steps

Combine (S)-2-isopropyl-10-(3-phenethyl-piperazin-1-yl)-2,4-dihydro-1,2,3,4,9-pentaaza-benzo[f]azulene (0.59 g, 1.42 mmol)and 37% formaldehyde solution (0.13 mL, 1.56 mmol) in 1,2-dichloroethane (25 mL). Stir for 10 minutes and add sodium triacetoxy borohydride (0.451 g, 2.13 mmol). Stir an additional 30 minutes and then pour solution onto saturated sodium bicarbonate solution. Extract with methylene chloride to give the crude product. Silica gel chromatography, eluding with methylene chloride:methanol (100:2.5), gives the title compound as the free base. The dihydrochloride salt precipitates in ethyl acetate as a yellow solid: m.p. 200° C.; mass spectrum (ion spray): m/z=430 (M+1); Analysis for C25H33Cl2N7(0.5 H2O): calcd: C, 58.71; H, 6.70; N, 19.17; found: C, 58.77; H, 6.60; N, 19.05.

Provenance & Evidence