HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 86295845, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 90421943 | HCID 90421943 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86295845 | HCID 86295845 | 48% |
Reaction Steps
Raney nickel (0.012 g, 0.207 mmol) was added to s suspension of 5-methyl-7-(1,1-dioxo-thiomorpholin-4-yl)-2-(2-quinolin-2-yl-ethyl)-1,6-dioxo-5H-pyrrolo[3,4-c]pyridine-3-thione (0.1 g, 0.207 mmol, see Example 12.1) in EtOH (5 ml)/THF (5 ml) and the reaction was allowed to stir under an hydrogen atmosphere (pressure of about 35 psi) at r.t. for 16 h. The reaction was filtered through a pad of celite and concentrated. The resulting mixture was purified by preparative HPLC (Waters system, eluent: MeCN/ammonium acetate buffer (gradient: 12:88 to 45:55 over 15 min), column: Boston Analytics, C-18, 10 μm, 10×250 mm) to afford the title compound (45 mg, 48.0% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163019B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-f823fe7ce6ee474fa8441765bd4a33fd |
| Source note | uspto-grants-2015_10 |