HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-fluoro-5-(2-methoxyethoxy)-1H-pyrrolo[2,3-b]pyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | 4-fluoro-5-(2-methoxyethoxy)-3-nitro-1H-pyrrolo[2,3-b]pyridine | HCID 60205718 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 4-fluoro-5-(2-methoxyethoxy)-1H-pyrrolo[2,3-b]pyridin-3-amine | HCID 60205719 | 95% |
Reaction Conditions
| Temperature | 2.5 °C |
|---|
Reaction Steps
SnCl2 (1337 mg, 7.05 mmol) was added to 4-fluoro-5-(2-methoxyethoxy)-3-nitro-1H-pyrrolo[2,3-b]pyridine (360 mg, 1.41 mmol) in 6N HCl (10 mL) at 0-5° C., and the reaction was stirred at 0-5° C. for 1 hour. 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 4-fluoro-5-(2-methoxyethoxy)-1H-pyrrolo[2,3-b]pyridin-3-amine (300 mg, 95% yield) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365568B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-e561abf1fa394da6b0635c3945f1588c |
| Source note | uspto-grants-2016_06 |