Sodium Hydroxide → AM-103

Participants

Reaction Steps

3-[5-(Pyrid-2-ylmethoxy)-3-(2-methyl-2-propylthio)-1-[4-(2-methoxypyrid-5-yl)benzyl]indol-2-yl]-2,2-dimethylpropionic acid (444 g, 0.729 mol) was added to a reactor containing 2.1 L of EtOH and stirred. A NaOH solution (29 g in 218 mL of water; 1.00 equivalents) was added to the reactor and stirred at ambient temperature for about 30 minutes. The reaction was concentrated under vacuum at a temperature of about 40 to about 50° C. under a reduced pressure of about 10 mm Hg to about 30 mm Hg. The compound was subsequently dried under vacuum at a temperature of between 40 and 45° C. under a reduced pressure of between 5 and 10 mm Hg to afford 460 g of desired product in near quantitative yield. The sodium salt had a detectable amount of palladium less than about 10 ppm.

Provenance & Evidence