Sodium Hydroxide → HCID 178441913, compound

Participants

Reaction Steps

To a solution of 20 mg (0.038 mmole) of 5-n-butyl-2-[2-(carbomethoxy)benzyl]-2,4-dihydro-4-[[2'-(5-tetrazolyl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol- 3-one (from Example 6) in 200 μl of dry THF was added all at once 84 μl (0.084 mmole) of 1N sodium hydroxide in methanol. The mixture was stirred overnight at room temperature and then evaporated to dryness. The residual solid was dissolved in 1.5 ml of methanol and treated with 90 μl of 1N HCl in methanol (final pH 2). The solvent was evaporated, and the residue was leached with CHCl3. After removal of insoluble solid (NaCl) by filtration through glass wool, the filtrate was concentrated in vacuo and then re-concentrated from toluene. The residue was dried overnight in the presence of P2O5 to give 20 mg (95%) of the titled compound as a stiff, white foam, mp>106° C. (gradual), homogeneous by TLC in 90:10:0.1 CH2Cl2 --MeOH--AcOH; mass spectrum (FAB) m/e 510 (M+1)+.

Provenance & Evidence