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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445277Generated: October 26, 2026

Carbamic acid, 4-pyridinyl-, 4-nitrophenyl ester → (R)-N-(Pyridin-4-yl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

https://huagongshe.com/reaction/445277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamic acid, 4-pyridinyl-, 4-nitrophenyl esterHCID 10355188—
Reactant(R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinolineHCID 28293305—
SolventAcetonitrileHCID 6342—
Product(R)-N-(Pyridin-4-yl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamideHCID 59536398—

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (200 mg, 0.721 mmol) in MeCN (3 mL) was added 4-nitrophenyl pyridin-4-ylcarbamate (561 mg, 2.164 mmol). The resulting mixture was heated to 55° C. overnight. After cooling down to RT the white precipitated obtained was filtered off and washed with DCM (2×1 mL). The combined filtrates were then concentrated and the residue purified by silica gel flash column chromatography (0%-100% EtOAc/hexane) to give the title compound as a white solid. MS (ESI, positive ion) m/z: 398 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476297B2
Source datasetuspto-grants-2013_07
ORD IDord-52b057d0de864447b934fff0ed6b9904
Source noteuspto-grants-2013_07