HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-(2-fluoro-4-nitrophenoxy)-1H-pyrrolo[3,2-b]pyridine → 4-(1H-Pyrrolo[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-(2-fluoro-4-nitrophenoxy)-1H-pyrrolo[3,2-b]pyridine | HCID 59424596 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-(1H-Pyrrolo[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine | HCID 59424593 | 99% |
Reaction Steps
To a solution of 267 (35 mg, 0.13 mmol) in AcOH (1 mL) at 90° C., was added iron powder (36 mg, 0.65 mmol). The reaction mixture was stirred vigorously for 10 min, cooled, filtered through a Celite pad and concentrated. The residue was partitioned between DCM and NaHCO3 saturated solution. Phases were separated; the aqueous phase was neutralized with AcOH and extracted with DCM. Primary organic phase and the extract were combined and concentrated to give the title compound 268 (31 mg, 99%) as an off-white solid. MS (m/z): 244. 1 (M+H) (found).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790729B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-b616fad2ed314e179c764bdc11e259dc |
| Source note | uspto-grants-2010_09 |