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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875932Generated: October 30, 2026

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

https://huagongshe.com/reaction/875932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantStannous ChlorideHCID 24479—
Reactant4-fluoro-5-(2-methoxyethoxy)-3-nitro-1H-pyrrolo[2,3-b]pyridineHCID 60205718—
SolventHydrochloric AcidHCID 313—
Product4-fluoro-5-(2-methoxyethoxy)-1H-pyrrolo[2,3-b]pyridin-3-amineHCID 6020571995%

Reaction Conditions

Temperature2.5 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981085B2
Source datasetuspto-grants-2015_03
ORD IDord-b07dd2f83ad84731892a23f8b1be3197
Source noteuspto-grants-2015_03