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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573282Generated: October 29, 2026

Potassium tert-butoxide → 6,7,8,9-Tetrahydropyrido[2,3-b]indolizine

https://huagongshe.com/reaction/573282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2-(6-Chlorohex-1-ynyl)pyridin-3-amineHCID 66727624—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
Product6,7,8,9-Tetrahydropyrido[2,3-b]indolizineHCID 6672777268.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2-(6-chlorohex-1-ynyl)pyridin-3-amine (300 mg) in CH3CN (3 ml) was added a solution of KOtBu (387 mg) in THF (3.5 mL) at 0.0° C. The mixture was stirred at 0° C. for 30 min. The mixture was quenched with water at 0° C. and extracted with AcOEt. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (170 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-246f11f2a0af4146902d2e9f4d9373ea
Source noteuspto-grants-2015_05