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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533725Generated: October 27, 2026

Potassium Carbonate → 4-(4-Fluoro-phenyl)-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrole

https://huagongshe.com/reaction/533725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Reactant4-Chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrroleHCID 66677972—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
SolventWater ethylacetateHCID 22728543—
Product4-(4-Fluoro-phenyl)-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrroleHCID 4684314229%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-Chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrole (100 mg, 0.48 mmol), 4-fluorophenylboronic acid (135 mg, 0.96 mmol), Pd(OAc)2 (5 mg, 0.02 mmol), S-Phos (20 mg, 0.05 mmol), and K2CO3 (266 mg, 1.93 mmol) were dissolved in dioxane/H2O (2.2 mL, 10/1, v/v), and stirred overnight at 100° C. The reaction mixture diluted with EtOAc/H2O, and filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude material was triturated with EtOAc, filtered, washed with EtOAc, and dried under vacuum to provide 6 (37 mg, 29% yield) as a tan solid. LC-MS (M+H=269, obsd.=269).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853391B2
Source datasetuspto-grants-2014_10
ORD IDord-e34ebba37db2424d9cdffd525904dd65
Source noteuspto-grants-2014_10