HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 90094063, compound → HCID 90092825, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 90094063 | HCID 90094063 | — |
| Solvent | Citric Acid | HCID 311 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90092825 | HCID 90092825 | 69% |
Reaction Steps
To a solution of [5-(benzhydrylidene-amino)-pyridin-3-yl]-{1-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-7-fluoro-1H-pyrrolo[3,2-c]pyridin-3-yl}-methanone (Preparation 36, 1 g, 1.65 mmol) in THF (80 mL), citric acid (30 mL, 1 M) was added at room temperature and stirred for 4 hours, then quenched with saturated sodium bicarbonate solution and was extracted with ethyl acetate. The organic phase was dried over sodium sulphate, evaporated in vacuo to afford the crude compound, purified by column chromatography over alumina (gradient of DCM: Methanol 98:2 to 97:3) to afford the title compound as a pale yellow solid (69%, 500 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163021B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-582b8b730e5344698a4b526ceb061feb |
| Source note | uspto-grants-2015_10 |