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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875882Generated: October 29, 2026

Sodium Hydroxide → 5-ethoxy-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine

https://huagongshe.com/reaction/875882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantTin tetrachlorideHCID 24287—
Reactant5-ethoxy-4-fluoro-3-nitro-1H-pyrrolo[2,3-b]pyridineHCID 60205638—
SolventHydrochloric AcidHCID 313—
Product5-ethoxy-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amineHCID 6020563986.5%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981085B2
Source datasetuspto-grants-2015_03
ORD IDord-3e95f1205dc24a2783f18215bc22f4e0
Source noteuspto-grants-2015_03