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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446322Generated: October 31, 2026

6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline → 6,7-Dimethoxy-2-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/1446322

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6,7-Dimethoxy-1,2,3,4-TetrahydroisoquinolineHCID 15623—
Reactant5-(P-tolyl)isoxazole-4-carbonyl chlorideHCID 72942906—
SolventDichloromethaneHCID 6344—
Product6,7-Dimethoxy-2-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}-1,2,3,4-tetrahydroisoquinolineHCID 59170071—

Reaction Steps

To 5-(4-methylphenyl)isoxazole-4-carbonyl chloride (10 mg, 0.045 mmol) in dichloromethane (1 mL) was added 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (11 mg, 0.052 mmol, 1.2 eq.), and the reaction mixture was stirred for 1 h. The solvent was removed, and the residue was purified by preparative reverse-phase HPLC to give the title compound. HRMS (ESI, pos. ion) m/z calcd for C22H22N2O4: 378.1580, found 378.1585.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-bef43a353b2540908f1cd70e2dda55ec
Source noteuspto-grants-2010_02