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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658063Generated: October 29, 2026

Methanol → 6-(3-[1,3]Dioxan-2-yl-phenylsulfanyl)-3-(tetrahydro-pyran-4-ylmethyl)-quinolin-2-ylamine

https://huagongshe.com/reaction/658063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-[5-(3-[1,3]Dioxan-2-yl-phenylsulfanyl)-2-nitro-phenyl]-2-(tetrahydro-pyran-4-ylmethyl)-acrylonitrileHCID 68737601—
CatalystZincHCID 23994—
SolventTetrahydrofuranHCID 8028—
Product6-(3-[1,3]Dioxan-2-yl-phenylsulfanyl)-3-(tetrahydro-pyran-4-ylmethyl)-quinolin-2-ylamineHCID 68978564—

Reaction Steps

In four μwave tubes, 3-[5-(3-[1,3]dioxan-2-yl-phenylsulfanyl)-2-nitro-phenyl]-2-(tetrahydro-pyran-4-ylmethyl)-acrylonitrile (0.175 g, 0.375 mmol, each tube), Zn (2.5 g, 0.038 mol, each tube), NH4Cl (0.8 g, 0.015 mol, each tube), CH3OH (3 mL, in each tube) and THF (3 mL, in each tube) was reacted via μwave at 300W, 150° C. for 11 min. The resulting mixtures were combined and then filtered through Celite®. The solvent was removed to yield a residue which was purified by reverse phase column chromatography (10-90% CH3CN/H2O/0.1% TFA) to yield a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076358B2
Source datasetuspto-grants-2011_12
ORD IDord-74771c349847435e868ccc3c86b47a30
Source noteuspto-grants-2011_12