HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 5-ethoxy-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | 5-ethoxy-4-fluoro-3-nitro-1H-pyrrolo[2,3-b]pyridine | HCID 60205638 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 5-ethoxy-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine | HCID 60205639 | 86.5% |
Reaction Steps
Tin chloride (674 mg, 3.55 mmol) was added to 5-ethoxy-4-fluoro-3-nitro-1H-pyrrolo[2,3-b]pyridine (160 mg, 0.711 mmol) in 6N HCl (5 mL) at about 0 to about 5° C., and then the reaction was stirred at 0 to about 5° C. for 2 hours. The solution was neutralized by addition of 6N NaOH and then extracted with CHCl3/IPA (3:1). The combined organic phases were dried over MgSO4 and concentrated to leave 5-ethoxy-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (120 mg, 86% yield) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08981085B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-3e95f1205dc24a2783f18215bc22f4e0 |
| Source note | uspto-grants-2015_03 |