Hydrochloric Acid → Boc-trans-4-(2-pyridinyl)-pyrrolidine-3-carboxylic acid

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Reaction Steps

To a stirred solution of 1-tert-butyloxycarbonyl-trans-3-ethoxycarbonyl-4-(2-pyridyl)pyrrolidine from step 4 above (4.2 g, 13 mmol) in methanol (30 mL) was added aqueous NaOH (4.7 mL of a 4.0 N solution, 19 mmol). The resulting solution was stirred at ambient temperature for 48 h. The solution was acidified with aqueous HCl (3.1 mL of a 6.0 N solution, 19 mmol) and the solvents were removed in vacuo to give the title compound as an amorphous solid containing NaCl (HPLC RT=4.42 min, method A).

Provenance & Evidence