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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63291Generated: October 29, 2026

Trifluoroacetic acid → 7-{5-Chloro-2-[(2-pyridinylmethyl)oxy]phenyl}-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/63291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 70664946HCID 70664946—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product7-{5-Chloro-2-[(2-pyridinylmethyl)oxy]phenyl}-1,2,3,4-tetrahydroisoquinolineHCID 70665352—

Reaction Steps

To an ice cooled solution of, 1,1-dimethylethyl 7-(5-chloro-2-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate, (0.28 g) in DCM (1 ml) was added TFA (1 ml) and this was stirred at room temperature overnight. The reaction mixture was dissolved in water and backwashed with ethyl acetate. The aqueous layer was neutralised with aqueous sodium bicarbonate and extracted with ethyl acetate. The organics were dried over sodium sulphate and concentrated in vacuo to yield the title compound, 0.12 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447074B2
Source datasetuspto-grants-2016_09
ORD IDord-ccba2ea0d9d942d7ab0a3ba174906e24
Source noteuspto-grants-2016_09