HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 70976150, compound → HCID 70976021, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 70976150 | HCID 70976150 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70976021 | HCID 70976021 | 84.5% |
Reaction Steps
A mixture of crude (6S,7aS)-6-Azido-2-(4-trifluoromethoxy-phenyl)-hexahydro-pyrrolo[1,2-c]imidazol-3-one (example 20, step c) (0.90 g) and 10% Pd/C (0.18 g) was stirred in anhydrous THF (20 mL) at the H2 atmosphere for 1 h at 15° C. The mixture was filtered, concentrated and purified by silica gel column chromatography (eluting with DCM/MeOH=50:1˜10:1) to yield 0.70 g of the title compound as a grey solid. 1H NMR (300 MHz, d6-DMSO): δ 7.67 (d, 2H, J=3 Hz), 7.31 (d, 2H, J=9 Hz), 3.96 (d, 1H, J=12 Hz), 3.86 (d, 1H, J=12 Hz), 3.77-3.73 (m, 1H), 3.54-3.52 (m, 1H), 3.18-3.17 (m, 1H), 3.10-3.06 (m, 1H), 2.15-2.11 (m, 1H), 1.69 (s, 2H), 1.35-1.31 (m, 1H); LC-MS: 302.1 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08497288B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-22b6481ea35e4caeafe5d033a1ecc800 |
| Source note | uspto-grants-2013_07 |