Sodium Hydroxide → HCID 10970289, compound

Participants

Reaction Conditions

Reaction Steps

4-(5-Chloro-2-methoxyphenyl)-5-[4-(trifluoromethyl)-phenyl]-4H-1,2,4-triazol-3-amine (1.5 g, 4.1 mmol) was taken up in methylene chloride (forms suspension), cooled to 0° C. under N2, and from 3 to 6 eq. boron tribromide (25 ml, 1.0M in CH2Cl2) added. The reaction was stirred at 24° C. for 18 h, and 1N sodium hydroxide (80 ml) was added and the solvent was removed by rotary evaporation and the residue was taken up in ethyl acetate and enough THF added to complete dissolution. After being washed with 0.1N HCl solution and brine the solution was dried over MgSO4. Chromatography, elution 1% AcOH/5% methanol in dichloromethane gave 795 mg (55%). mp 147-155° C. H. Res. MS calcd. for C15H10ClF3N4O: 355.0574; Found: 355.0566; Dev: 2.3 ppm.

Provenance & Evidence