5H-Pyrrolo[1,2-a]imidazol-7-ol,6,7-dihydro-(9CI) → 7H-Pyrrolo[1,2-a]imidazol-7-one,5,6-dihydro-(9CI)

To a solution of 5H,6H,7H-pyrrolo[1,2-a]imidazol-7-ol (7.1 g, 57.2 mmol) in DCM (70 mL) was added MnO2 (34.8 g, 400.3 mmol) portion wise. The reaction mixture was stirred vigorously at RT for 3 days under N2. The reaction mixture was filtered through Celite and washed with DCM (200 mL) and EtOAc (200 mL). The filtrate was concentrated in vacuo to give the title compound as a yellow solid (4.04 g, 58% yield); 1H NMR (500 MHz, CDCl3) delta 3.08-3.23 (2H, m), 4.39 (2H, t, J=5.83 Hz), 7.26 (1H, s), 7.56 (1H, s); LC-MS: m/z=+122.9 (M+H)+.

1. filtrationThe reaction mixture was filtered through Celite
2. washwashed with DCM (200 mL) and EtOAc (200 mL)
3. concentrationThe filtrate was concentrated in vacuo

ORD record

ord-e953ad471428442dbae29249db2a36df

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08901313B2