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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785964Generated: October 29, 2026

Sulfuric Acid → HCID 11583821, compound

https://huagongshe.com/reaction/1785964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantAnilineHCID 6115—
Reactant2,5-DimethoxytetrahydrofuranHCID 79098—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 68922200HCID 68922200—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11583821HCID 11583821—

Reaction Steps

N-(4-amino-phenyl)-N-[1-(4-methoxy-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-acetamide (22 mg, 0.05 mmol) was dissolved in MeOH:THF (1 mL each) and cooled to 10° C. 2,5-dimethoxy-tetrahydrofuran (1.25 equiv.) was dissolved in THF and catalytic H2SO4, and added drop wise to the aniline mixture. The mixture was poured into sat. NaHCO3 and extracted with ethyl acetate. The organic layer was dried, filtered and concentrated, and the crude residue was purified by preparative HPLC to afford the title compound as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504508B2
Source datasetuspto-grants-2009_03
ORD IDord-488ed7ba3be84fecb01dc4ac52382e51
Source noteuspto-grants-2009_03