Hydrochloric Acid → HCID 58012251, compound

Participants

Reaction Steps

22 mg (0.047 mmol) of 2-[3-(4-chlorophenyl)-4-(2-hydroxypropyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[3-(trifluoromethyl)benzyl]-acetamide from Example 454 are dissolved in 1 ml of pyridine and treated at RT with 9.6 mg (0.084 mmol) of methanesulphonyl chloride. This is stirred for 2 hrs at RT. Next, it is diluted with 5 ml ethyl acetate and washed three times with 5 ml of 1 N hydrochloric acid each time. The organic phase is dried over sodium sulphate, filtered and concentrated in vacuo. The residue is dissolved in 1 ml of dry methanol, treated with 20 mg (0.94 mmol) of sodium methanolate, and stirred for 18 hrs at RT. To complete the reaction, a further 81 mg (0.38 mmol) of sodium methanolate are added, and the mixture is further stirred at RT for 48 hrs. The mixture is neutralised with 0.5 ml of 1 N hydrochloric acid and purified directly by preparative HPLC [Method 10]. 4.8 mg (23% of theory) of the target compound are thus obtained.

Provenance & Evidence