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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928804Generated: October 30, 2026

Tetrahydrofuran → (4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanone

https://huagongshe.com/reaction/928804

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1,4-DioxaneHCID 31275—
ReactantAluminumHCID 5359268—
Reactant(4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanolHCID 86715635—
CatalystManganese dioxideHCID 14801—
SolventDiethyl EtherHCID 3283—
Product(4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanoneHCID 86715636—

Reaction Conditions

Temperature45 °C

Reaction Steps

To a 100 mL flask containing (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol (745 mg, 1.61 mmol, Intermediate 50: step b) was added 1,4-dioxane (36 mL) and THF (11 mL) to give a suspension at room temperature. Heating to approximately 45° C. formed a homogeneous solution. Then, activated MnO2 (719 mg, 8.3 mmol) was introduced and the mixture was heated to 80° C. in an aluminum heating mantle under an atmosphere of N2. After 2 hours, the mixture was filtered through a Celite® pad, rinsed with THF and concentrated to give a white solid. Trituration from Et2O gave the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290476B2
Source datasetuspto-grants-2016_03
ORD IDord-fff8a33d61da4574bcbd60b41f3afb53
Source noteuspto-grants-2016_03