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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423924Generated: October 29, 2026

Potassium Carbonate → 4-oxo-N-(5-phenyl-1H-indol-6-yl)-1H-quinoline-3-carboxamide

https://huagongshe.com/reaction/423924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 57567304HCID 57567304—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethylformamideHCID 6228—
Product4-oxo-N-(5-phenyl-1H-indol-6-yl)-1H-quinoline-3-carboxamideHCID 5747027613%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of N-(5-bromo-1H-indol-6-yl)-4-oxo-1H-quinoline-3-carboxamide (B-27-I) (38 mg, 0.1 mol), phenyl boronic acid (18 mg, 0.15 mmol), (dppf)PdCl2 (cat.), and K2CO3 (100 μL, 2M solution) in DMF (1 mL) was heated in the microwave at 180° C. for 10 min. The reaction was filtered and purified by HPLC (10-99% CH3CN/H2O) to yield the product, 4-oxo-N-(5-phenyl-1H-indol-6-yl)-1H-quinoline-3-carboxamide (158) (5 mg, 13%). HPLC ret. time 3.05 min, 10-99% CH3CN, 5 min run; ESI-MS 380.2 m/z (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101767B2
Source datasetuspto-grants-2012_01
ORD IDord-91cf441adb8241cbb6d2add623b77352
Source noteuspto-grants-2012_01