Formaldehyde → HCID 69213371, compound

Participants

Reaction Steps

Dissolve (S)-7-fluoro-2-trifluoromethyl-11-[3-(2-methoxy-ethyl)-piperazin-1-yl]-5H-dibenzo[b,e][1,4]diazepine succinate (0.048 g, 0.11 mmol) in dichloromethane (6 ml). Add sodium triacetoxyborohydride (0.048 g, 0.23 mmol) and formaldehyde (0.003 g, 0.11 mmol, 0.009 g of a 37% aqueous solution) and stir the mixture for one hour at ambient temperature. Dilute the mixture with 10 ml of saturated aqueous sodium chloride and extract three times with 20 ml of dichloromethane. Combine the organic layers, dry over sodium sulfate and remove the solvent under reduced pressure. Purification via flash chromatography, eluting with a linear gradient starting at 99% dichloromethane: 1% 2M ammonia in methanol, and going to 90% dichloromethane: 10% 2M ammonia in methanol, gives the free base of the title compound (0.049 g, 0.11 mmol, 98% yield), as a yellow amorphous solid. Convert to the succinate salt as described previously: Mass Spectrum (m/e): 437(M+1); Exact Mass Spec: Calc. 437.1965; Found 437.1948.

Provenance & Evidence