HuagongsheHuagongshe Chemistry Print Report · For research reference only
[3-benzyloxy-2-cyclopropylmethoxy-phenyl]-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone → (5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-(2-cyclopropylmethoxy-3-hydroxy-phenyl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [3-benzyloxy-2-cyclopropylmethoxy-phenyl]-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone | HCID 59803895 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-(2-cyclopropylmethoxy-3-hydroxy-phenyl)-methanone | HCID 59803815 | 32.3% |
Reaction Steps
A mixture of [3-benzyloxy-2-cyclopropylmethoxy-phenyl]-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone (132, 0.92 g, 2.13 mmol) and palladium on carbon (100 mg, 10%, 0.5 mmol) in methanol (60 mL) and tetrahydrofuran (60 mL) was stirred under an atmosphere of hydrogen overnight. After filtering off of catalyst and removal of solvent, the residue was purified by silica gel column chromatography eluting with ethyl acetate in hexane to provide the compound as a white solid (133, 236 mg, 32%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07872018B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-43745005e48948c5bac6d55aa50de4da |
| Source note | uspto-grants-2011_01 |