1-Boc-3-aminopyrrolidine → HCID 91465771, compound

Participants

Reaction Steps

A mixture of Example 360 (115 mg, 0.20 mmol), 3-amino-1-(tert-butoxy-carbonyl)pyrrolidine (76 mg, 0.41 mmol), potassium tert-butoxide (32 mg, 0.28 mmol) and acetato(2′-di-tert-butylphosphino-1,1′-biphenyl-2-yl)palladium(II) (20 mg, 0.043 mmol) in 1,4-dioxane (2.0 mL) was heated in a sealed tube at 100° C., under microwave irradiation, for 2 h. The solvent was removed in vacuo and the residue was purified by column chromatography (SiO2, 0-100% EtOAc/heptane) to give the title compound (79 mg, 65%) as an off-white solid. δH (CDCl3) 8.73 (1H, d, J 5.1 Hz), 7.75 (1H, s), 7.38 (1H, s), 7.35-7.23 (3H, m), 6.74-6.68 (1H, m), 4.25-4.12 (1H, m), 4.00-3.88 (1H, m), 3.84-3.73 (1H, m), 3.72-3.64 (4H, m), 3.58-3.43 (2H, m), 3.37-3.20 (1H, m), 3.07-2.99 (4H, m), 2.53 (2H, s), 2.45 (2H, s), 2.31-2.17 (1H, m), 2.01-1.89 (1H, m), 1.47 (9H, s), 1.05 (6H, s). LCMS (ES+) 603.2 (M+H)+.

Provenance & Evidence