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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415360Generated: October 30, 2026

1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carboline → 1-Benzo[1,3]dioxol-5-yl-2-[5-(4-methoxy-phenyl)-pyrimidin-2-yl]-2,3,4,9-tetrahydro-1H-beta-carboline

https://huagongshe.com/reaction/2415360

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carbolineHCID 201172—
Reactant2-Chloro-5-(4-methoxyphenyl)pyrimidineHCID 2761020—
SolventDimethylformamideHCID 6228—
Product1-Benzo[1,3]dioxol-5-yl-2-[5-(4-methoxy-phenyl)-pyrimidin-2-yl]-2,3,4,9-tetrahydro-1H-beta-carbolineHCID 11123617—

Reaction Steps

1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline (2.72 g, 9.6 mmol) (prepared according to the process as disclosed in WO97/43287, Intermediate 7, page 24) and 2-chloro-5-(4-methoxyphenyl)pyrimidine (1.04 g, 4.78 mmol) were stirred in DMF (20 mL, anhydrous) at 120° C. for 16 h. The resulting mixture was quenched with saturated NH4Cl, extracted with ethyl acetate and dried with MgSO4. The reaction mixture solvent was evaporated and the residue purified by column chromatography (silica gel, ethyl acetate:hexanes=1:2) to yield the product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818646B2
Source datasetuspto-grants-2004_11
ORD IDord-a0b00eefe7004ad496f59c6c4e0c4588
Source noteuspto-grants-2004_11