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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522881Generated: October 31, 2026

Cesium carbonate → HCID 67376135, compound

https://huagongshe.com/reaction/522881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 80366—
Reactanttert-Butyl 5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylateHCID 10538586—
SolventDimethylformamideHCID 6228—
ProductHCID 67376135HCID 6737613545.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a resealable tube was added tert-butyl 5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate (200 mg, 0.802 mmol) and cesium carbonate (601 mg, 1.845 mmol) in DMF (2 mL) followed by 2,2,2-trifluoroethyl trifluoromethanesulfonate (1005 mg, 4.33 mmol). The reaction mixture stirred at 70° C. overnight. The crude material was purified by reverse-phase preparative HPLC using 0.1% TFA in CH3CN/H2O, gradient 55% to 95% over 10 min to provide tert-butyl 5-(2,2,2-trifluoroethoxy)-3,4-dihydroisoquinoline-2(1H)-carboxylate (120 mg) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334269B2
Source datasetuspto-grants-2016_05
ORD IDord-caf1accc421546b3b2c148d691dda487
Source noteuspto-grants-2016_05