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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446313Generated: October 31, 2026

1,2,3,4-Tetrahydroisoquinoline → HCID 59170171, compound

https://huagongshe.com/reaction/1446313

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2,3,4-TetrahydroisoquinolineHCID 7046—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 45123112HCID 45123112—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
ProductHCID 59170171HCID 59170171—

Reaction Steps

A solution of TBTU (0.48 g, 1.5 mmol, 1.5 eq.) in DMF (2 mL) was added to a mixture of 3-methyl-5-(2-oxo-2-phenylethyl)isoxazole-4-carboxylic acid (0.24 g, 1 mmol, 1 eq), N-ethyl-N-isopropylpropan-2-amine (0.18 mL, 1 eq) and 1,2,3,4-tetrahydroisoquinoline (0.12 mL, 1 eq) in DMF (1 mL). The resulting solution was stirred at room temperature. Chloroform (25 mL) was added and the solution was washed with water and 1 M HCl, dried (Na2SO4) and evaporated. The residue was purified by flash chromatography (SiO2 1:2 heptane/EtOAc) to afford the title compound. MS (ESI, POS. ION) M/Z Calcd for C22H20N2O3: 360.1474, found 360.1472.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-86f63014529e49aa99139695720402a7
Source noteuspto-grants-2010_02