Peracetic Acid → HCID 16726261, compound

Participants

Reaction Conditions

Reaction Steps

3-{(1Z)-1-(4-chlorobenzyl)-2-[(2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoyl)amino]-prop-1-en-1-yl}benzamide (486 g, Example 15) was charged to a 5 L bottle, and isopropanol (3.3 L) was added to the bottle to create a slurry. The resulting slurry was transferred by vacuum through a polyethylene line into a 2 gallon stainless steel autoclave. The 5-L bottle was rinsed with 1 L of isopropanol and the rinse was also transferred into the 2 gallon autoclave. The autoclave was degassed with N2 (5×), and then placed under partial vacuum. The catalyst bomb was connected to the autoclave via flexible polyethylene tubing (flushed with N2) and the catalyst solution was drawn into the autoclave followed by the isopropanol wash from the rinse chamber. The autoclave was sealed, degassed with N2 purges three times, degassed with H2 purges three times and pressurized up to 150 psi. The stirrer was initiated, and the temperature was raised to 40° C. The reaction was aged at 150 psi, 40° C. for 18 hours. The temperature was dropped to room temperature, and the resulting solution was transferred to a polyethylene jug and assayed for ee and purity (475.7 g assay of the title compound, 98% assay yield, 99.6 LCAP, 92.1% ee).

Provenance & Evidence