Hydrochloric Acid → HCID 89544798, compound

Participants

Reaction Steps

To (3S)-3-{[(1R)-1-{4-chloro-3-[(4-cyanophenyl)carbonyl]-2-fluorophenyl}propyl]amino}-butanamide (compound of Example 91) (0.024 g, 0.06 mmol) added EtOAc (0.1 ml) and 6M HCl (0.1 ml)stirred at ambient 48 hours, evaporated down, residue dissolved in DMSO (0.1 ml) treated with K2CO3 (spatula end) stirred ambient for 16 hours, some primary amide product visible, further DMSO (0.1 ml) and 2M NaOH (0.2 ml) added stirred ambient 16 hours to give predominantly the acid. Reaction products purified by Prep HPLC to give 4-({3-[(1R)-1-{[(2S)-1-carbamoylpropan-2-yl]amino}propyl]-6-chloro-2-fluorophenyl}carbonyl)-benzoic acid (0.09 g).

Provenance & Evidence