Hydrochloric Acid → [1-(4-Methoxycarbonylphenyl)cyclopropyl]azanium chloride

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Reaction Steps

1-(4-Carboxyphenyl)cyclopropanaminium chloride from Example 16, Step 1 (4.17 mmol) in MeOH (10 mL) was heated to the reflux temperature, in the presence of HCl (4M in dioxane, 104 μL, 0.417 mmol), for 16 h and cooled to r.t. The mixture was concentrated to dryness and the residue was partitioned between EtOAc and a phosphate buffer (pH 10). The organic layer was washed with brine, dried (Na2SO4) and concentrated. The residue was dissolved in dioxane (10 mL) and excess HCl (4M in dioxane) was added. The mixture was then concentrated to dryness affording the desired product as a brown solid. The crude was used without further purification.

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