Toluene → Ammonium Hydroxide

Participants

Reaction Steps

The material from Step C was dissolved in ˜2 ml of 96% formic acid and stirred at room temperature for 3 hours. Toluene (10 mL) was then added and the mixture concentrated under reduced pressure. The residue was chromatographed on silica gel (10 mL column). Elution with 5% methanol in dichloromethane (100 mL) followed by 90:10:1 dichloromethane:methanol:ammonium hydroxide gave 0.028 g of α-(R)-(3-(S)-((4-(4-benzyl-5-methyl- 1H-pyrazol-3(2H)-on-2-yl)- piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid ESI-MS 571.4 (M+H); HPLC A: 2.61 min.

Provenance & Evidence