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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658069Generated: October 29, 2026

Methanol → 6-(3-[1,3]Dioxan-2-yl-phenylsulfanyl)-7-fluoro-3-(tetrahydro-pyran-4-ylmethyl)-quinolin-2-ylamine

https://huagongshe.com/reaction/658069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-[5-(3-[1,3]Dioxan-2-yl-phenylsulfanyl)-4-fluoro-2-nitro-phenyl]-2-(tetrahydro-pyran-4-ylmethyl)-acrylonitrileHCID 68738694—
CatalystZincHCID 23994—
SolventTetrahydrofuranHCID 8028—
Product6-(3-[1,3]Dioxan-2-yl-phenylsulfanyl)-7-fluoro-3-(tetrahydro-pyran-4-ylmethyl)-quinolin-2-ylamineHCID 68738995—

Reaction Steps

In three μwave tubes 3-[5-(3-[1,3]dioxan-2-yl-phenylsulfanyl)-4-fluoro-2-nitro-phenyl]-2-(tetrahydro-pyran-4-ylmethyl)-acrylonitrile (0.25 g, 0.52 mmol, each tube), Zn (3 g, 0.046 mol, each tube), NH4Cl (0.98 g, 0.018 mol, each tube), CH3OH (3 mL, in each tube), and THF (1 mL, in each tube) were reacted via μwave @ 300W, 130° C. for 12 min. The resulting mixtures were combined, filtered through Celite®, and the solvent removed to yield a residue, which was purified by silica column chromatography (50% EtOAc/heptanes) to yield a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076358B2
Source datasetuspto-grants-2011_12
ORD IDord-65c31851912e429fa3e31cf51ac7d68f
Source noteuspto-grants-2011_12