HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 59540703, compound → HCID 59540549, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 59540703 | HCID 59540703 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59540549 | HCID 59540549 | 130.9% |
Reaction Steps
A solution of (4-benzyloxy-1-methyl-cyclohexyl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone (36 mg, 0.070 mmol) and 10% Pd/C (10 mg), in THF (10 ml) and EtOH (8 ml), was hydrogenated for 5 days under a 60 psi H2 atmosphere. The reaction mixture was vacuum purged with argon (3×), and filtered through a plug of celite using THF and DCM. The filtrate was concentrated giving an opaque oil which was purified by silica gel chromatography using 0-10% MeOH in EtOAc as eluant provided 39 mg (36%) of (4-hydroxy-1-methyl-cyclohexyl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone as a pale yellow solid. MP 242-244° C. M+H=426.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008298B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-1bf69af1cae44e3e8f010323eac26c09 |
| Source note | uspto-grants-2011_08 |