Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094621Generated: October 31, 2026

1-Phenyl-2,3,4,9-tetrahydro-1H-beta-carboline → HCID 10068843, compound

https://huagongshe.com/reaction/1094621

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenyl-2,3,4,9-tetrahydro-1H-beta-carbolineHCID 198967—
Reactant3,4-Difluorobenzoyl chlorideHCID 2724519—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 10068843HCID 1006884335.6%

Reaction Conditions

Temperature55 °C

Reaction Steps

The title compound was prepared by the addition of 1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline (95 mg, 383 μmol), DCE (5 mL), 3,4-difluorobenzoyl chloride (88 mg, 498 μmol), and TEA (1.0 mL) to a 25 mL flask. The solution was allowed to stir at 55° C. for 16 hours. The reaction solution was concentrated, and the crude sample was chromatographed (SiO2, 100% hexane to 25% EtOAc) to yield 53 mg of title compound; 1H NMR (CDCl3) δ 8.02 (1H, br s), 7.53 (1H, d), 7.30-7.33 (6H, m), 7.15-7.23 (5H, m), 7.07 (1H, br s), 3.75 (1H, m), 3.41 (1H, m), 2.93 (1H, m), 2.84 (1H, dd); MS (ESI): 389 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133992B2
Source datasetuspto-grants-2012_03
ORD IDord-c1bcd1dab38841c7bdc5c3cadf9596d3
Source noteuspto-grants-2012_03