HCID 25129174, compound → tert-Butyl methyl((3R)-pyrrolidin-3-yl)carbamate

Participants

Reaction Conditions

Reaction Steps

To a solution of Example 1E (285 mg, 0.98 mmol) in 4.4% HCO2H/MeOH (20 mL) under a nitrogen atmosphere was added Pd(OH)2 on carbon (20%, 40 mg), and the resulting mixture was heated at 60° C. for 16 hours. The mixture was cooled to room temperature and filtered through a layer of diatomaceous earth, the filter pad was washed with extra MeOH (30 mL), and the filtrate was concentrated under reduced pressure. The residue was diluted with CH2Cl2 (30 mL) and washed with 1 M NaOH, then the organic solution was dried (MgSO4), filtered, and concentrated under reduced pressure to provide the title compound. 1H NMR (300 MHz, CD3OD) δ 4.57 (d, J=6 Hz, 1H), 3.03 (m, 2H), 2.87 (m, 1H), 2.79 (s, 3H), 2.76 (m, 1H), 1.99 (m, 1H), 1.79 (m, 1H), 1.46 (s, 9H). MS (DCI+) m/z 201 (M+H).

Provenance & Evidence