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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904272Generated: October 26, 2026

Diethyl Ether → 7n-Butylamino-6-methyl-1H-pyrazolo[4,3-b]pyridine

https://huagongshe.com/reaction/1904272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
Reactantethyl 7-n-butylamino-1H-pyrazolo [4,3-b]pyridine-6-carboxylateHCID 20038776—
ReactantAluminium lithium hydrideHCID 21226445—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product7n-Butylamino-6-methyl-1H-pyrazolo[4,3-b]pyridineHCID 70393511—

Reaction Steps

A solution of ethyl 7-n-butylamino-1H-pyrazolo[4,3-b]-pyridine-6-carboxylate (524 mg, 2 mmol) in dry THF (15 ml) was added dropwise to a stirred suspension of lithium aluminium hydride (152 mg, 4 mmol) in THF (15 ml). The mixture was heated under reflux under nitrogen for 90 min then cooled. Ether (30 ml), water (0.15 ml), 10% sodium hydroxide solution (0.15 ml) and water (0.45 ml) were added sequentially, with stirring, and the mixture was filtered, then evaporated in vacuo. The glassy residue (300 mg) was recrystallised from ethyl acetate/ether, to give a white solid, m.p. 86°-95° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04837238
Source datasetuspto-grants-1989_06
ORD IDord-65414001d7924db097540888c2fe92c6
Source noteuspto-grants-1989_06