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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777190Generated: November 2, 2026

tert-Butyl 2-(5-cyano-2-oxoindolin-3-yl)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate → 2-Oxo-3-(5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)indoline-5-carbonitrile

https://huagongshe.com/reaction/1777190

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 2-(5-cyano-2-oxoindolin-3-yl)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylateHCID 66823325—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
Product2-Oxo-3-(5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)indoline-5-carbonitrileHCID 56948373—

Reaction Steps

A solution of tert-butyl 2-(5-cyano-2-oxoindolin-3-yl)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate (73 mg, 0.187 mmol) in 4N HCl in dioxane (5 mL) was stirred at RT for 3 h. After this period all volatiles were removed in vacuo. The residue was dissolved in water and washed with ethyl acetate. The aqueous layer was neutralized with saturated solution of sodium bicarbonate and extracted with ethyl acetate. The latter extracts were dried over sodium sulfate, filtered, and evaporated to dryness. Quant. yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266855B2
Source datasetuspto-grants-2016_02
ORD IDord-1630322b14c340128619326cb20eba86
Source noteuspto-grants-2016_02