N-Boc-3-pyrrolidin-2-yl-benzoic acid synthesis

Yield:908334-14-5 77%

Reaction Conditions:

Stage #1: 3-(1-(tert-butoxycarbonyl)pyrrolidin-2-yl)benzoic acidwith hydrogenchloride;water in methanol at 20;
Stage #2: with sodium hydrogencarbonate in dichloromethane;water;

Steps:

25.A

Example 25; A. 3-Pyrrolidin-2-yl-benzoic acid methyl ester. To a solution of N-Boc-2-(3-carboxyphenyl)pyrrolidine (125 mg, 0.43 mmol) in MeOH (3 mL) at room temperature was added conc HCl (0.1 mL). The reaction was stirred for 4 days. It was then concentrated, diluted with CH₂Cl₂, washed with aq. NaHCO₃, dried over Na₂SO₄, filtered, and concentrated under reduced pressure to give Compound 25a (68 mg, 77%).

References:

US2010/48589,2010,A1 Location in patent:Page/Page column 76