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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968286Generated: October 29, 2026

Potassium Phosphate, Tribasic → 9-(3-Dimethylamino-propylamino)-5-ethyl-5H-phenanthridin-6-one

https://huagongshe.com/reaction/968286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant(3'-Dicyclohexylphosphanylbiphenyl-2-yl)dimethylamineHCID 22288550—
Reactant9-chloro-5-ethyl-5H-phenanthridin-6-oneHCID 22288551—
Reactant1,1-Dimethylamino-1,3-propanediamineHCID 86592983—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,2-DimethoxyethaneHCID 8071—
Product9-(3-Dimethylamino-propylamino)-5-ethyl-5H-phenanthridin-6-oneHCID 222885461,174.9%

Reaction Steps

1,1-Dimethylamino-1,3-propanediamine (0.058 ml, 0.46 mmol) was added to a suspension of 9-chloro-5-ethyl-5H-phenanthridin-6-one I-14b (100 mg, 0.39 mmol), Pd2(dba)3 (2 mg, 0.002 mmol), (3′-dicyclohexylphosphanylbiphenyl-2-yl)dimethylamine (2.5 mg, 0.005 mmol), and dibasic potassium phosphate (115 mg, 0.54 mmol) in 1,2-dimethoxyethane (5 ml). The resultant suspension was held at 23° C. for 16 hours. The reaction mixture was concentrated in vacuo and the residue was purified by flash column chromatography (10% ethyl acetate in dichloromethane) to afford 9-(3-Dimethylamino-propylamino)-5-ethyl-5H-phenanthridin-6-one 14A (19 mg, 15%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06958347B2
Source datasetuspto-grants-2005_10
ORD IDord-e681dddb98ae4b728848a4f3e164f81f
Source noteuspto-grants-2005_10