HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → (3R)-3-[5-(1H-Indol-4-yl)-pyrimidin-2-yloxy]-1-aza-bicyclo[2.2.2]octane 1-oxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | 4-{2-[(3R)-1-azabicyclo[2.2.2]oct-3-yloxy]pyrimidin-5-yl}-1H-indole | HCID 11290172 | — |
| Product | (3R)-3-[5-(1H-Indol-4-yl)-pyrimidin-2-yloxy]-1-aza-bicyclo[2.2.2]octane 1-oxide | HCID 11151848 | — |
Reaction Steps
The product of Example 12A (10 mg, 0.03 mol) was oxidized with H2O2 (Aldrich, aq., 30%) according to the procedure of Example 23. The title compound was purified by chromatography [SiO2, CH2Cl2:MeOH (v. 5% NH3.H2O), 90:10]. 1H NMR (300 MHz, CD3OD) δ 2.01-2.32 (m, 3H), 2.42-2.64 (m, 2H), 3.41-3.70 (m, 5H), 3.91-4.24 (m, 1H), 5.39-5.59 (m, 1H), 6.55 (d, J=4.0 Hz, 1H), 7.12 (d, J=8.0 Hz, 1H), 7.23 (t, J=8.0 Hz, 1H), 7.36 (d, J=3.0 Hz, 1H), 7.47 (d, J=8.0 Hz, 1H), 8.96 (s, 2H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07655657B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-27fda662e1014a83b33be42d7e5b8a5f |
| Source note | uspto-grants-2010_02 |