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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298764Generated: October 30, 2026

Acetic Acid → 2-Methoxy-10-(2-nitroethyl)-6,7,8,9-tetrahydropyrido[2,3-b]indolizine

https://huagongshe.com/reaction/2298764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantChloroformHCID 6212—
ReactantSodium borohydrideHCID 4311764—
Reactant2-Methoxy-10-[2-nitroethenyl]-6,7,8,9-tetrahydropyrido[2,3-b]indolizineHCID 69417933—
SolventIsopropanolHCID 3776—
Product2-Methoxy-10-(2-nitroethyl)-6,7,8,9-tetrahydropyrido[2,3-b]indolizineHCID 12035120—

Reaction Steps

Under argon and in an anhydrous medium, 650 mg (2.38 mmol) of the compound obtained in Step D are suspended in 10 ml of isopropanol and 30 ml of chloroform in the presence of 1.5 g of 230-400 mesh silica; 450 mg (11.90 mmol) of sodium borohydride are added slowly. After stirring for 30 minutes at room temperature, acetic acid is added and the reaction mixture is filtered over a glass frit. After removal of the solvents by evaporation, the residue is diluted in dichloromethane and washed with water. The organic phase is then dried over magnesium sulphate, filtered and concentrated to yield the title compound in the form of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495543B1
Source datasetuspto-grants-2002_12
ORD IDord-f14bfbcb44db4787b9a52515b5d48798
Source noteuspto-grants-2002_12