Trifluoroacetic acid → HCID 178419907, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the TFA salt of 10-piperidin-4-yl-3-(1H-tetrazol-5-yl)-10H-phenoxazine, 6a (40.7 mg; 0.091 mmol) and 1H-imidazole-2-carboxaldehyde (35 mg; 0.36 mmol) in dichloroethane (5 mL) was added tetramethylammonium triacetoxyborohydride (36 mg; 0.14 mmol). The mixture was heated to 80° C. for 15 hr in a sealed tube. The mixture was allowed to cool to rt, and the solvent was removed via evaporation. The residue was purified via reverse phase HPLC (eluent gradient: 15 to 40% acetonitrile in water containing 0.1% TFA) to yield 3.1 mg (6.5%) of 10-[1-(1H-imidazol-2-ylmethyl)-piperidin-4-yl]-3-(1H-tetrazol-5-yl)-10H-phenoxazine, 7a as a TFA salt. MS m/z (MH+) 414.9.

Provenance & Evidence