3-(5-Bromo-pyridine-2-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester → (5-Bromo-pyridin-2-yl)-pyrrolidin-3-yl-methanone

Participants

Reaction Steps

Stir a solution of 3-(5-bromo-pyridine-2-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.65 g, 1.8 mmol) in 4 M HCl in dioxane (3.7 mL) at 0° C. for 1 h. Concentrate the reaction mixture, dilute the mixture with CH2Cl2, wash with 5 N NaOH (15 mL), and back-extract the aqueous with CH2Cl2. Wash the combined organic layer with brine, dry over Na2SO4, filter and concentrate. Purify the crude material by flash chromatography, eluting with 10% MeOH (2N NH3)/CH2Cl2 to give 0.4 g (85%) of the title compound. LC-MS/ES m/z (81Br) 257.0 [M+H]+.

Provenance & Evidence