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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82000Generated: October 27, 2026

Trifluoroacetic acid → N1-(7-(3,5-dimethylisoxazol-4-yl)-8-methoxy-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-imidazo[4,5-c]quinolin-2-yl)ethane-1,2-diamine

https://huagongshe.com/reaction/82000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-Boc-2-isothiocyanatoethylamineHCID 4219896—
Reactant7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-N4-((tetrahydro-2H-pyran-4-yl)methyl)quinoline-3,4-diamineHCID 70981155—
SolventDichloromethaneHCID 6344—
ProductN1-(7-(3,5-dimethylisoxazol-4-yl)-8-methoxy-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-imidazo[4,5-c]quinolin-2-yl)ethane-1,2-diamineHCID 6657128631%

Reaction Steps

From 7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-N4-((tetrahydro-2H-pyran-4-yl)methyl)quinoline-3,4-diamine (for a preparation see Intermediate 17) (70 mg) and 1,1-dimethylethyl (2-isothiocyanatoethyl)carbamate (50 mg). The crude product isolated was treated with TFA (2 ml) in DCM (10 ml), the mixture stirred for 1 h, then evaporated in vacuo. The residue was dissolved in DMSO (1 ml) and purified by MDAP (HpH method) to give the title compound as a beige solid (26 mg, 31%). LCMS (HpH) Rt 0.73 min, MH+ 451

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846709B2
Source datasetuspto-grants-2014_09
ORD IDord-354f8049fffb41e2823bfd8969164ef5
Source noteuspto-grants-2014_09