Hydrochloric Acid → HCID 89544984, compound

Participants

Reaction Steps

Step 4 To a solution of {(R)-1-[3-(4-amino-3-cyano-benzoyl)-4-chloro-2-fluoro-phenyl]-propyl}-carbamic acid tert-butyl ester (66 mg, 0.15 mmol) in DCM (2 mL) was added 4M HCl in dioxane (0.19 mL, 0.76 mmol, 5 eq.) and the reaction mixture was stirred for 60 hours. The mixture was partitioned between DCM (10 mL) and water (10 mL) made basic with 5M NaOH. The aqueous phase was extracted with further DCM (10 mL) and then the combined organics were dried (MgSO4), filtered and concentrated to give 2-Amino-5-[3-((R)-1-amino-propyl)-6-chloro-2-fluoro-benzoyl]-benzonitrile (46 mg, 0.14 mmol) as a viscous gum.

Provenance & Evidence