HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 9-(3-Dimethylamino-propylamino)-5-ethyl-5H-phenanthridin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | (3'-Dicyclohexylphosphanylbiphenyl-2-yl)dimethylamine | HCID 22288550 | — |
| Reactant | 9-chloro-5-ethyl-5H-phenanthridin-6-one | HCID 22288551 | — |
| Reactant | 1,1-Dimethylamino-1,3-propanediamine | HCID 86592983 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 9-(3-Dimethylamino-propylamino)-5-ethyl-5H-phenanthridin-6-one | HCID 22288546 | 1,174.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06958347B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-e681dddb98ae4b728848a4f3e164f81f |
| Source note | uspto-grants-2005_10 |