HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-(3,5-Dichloropyridin-4yl)-2-[[4-(diethylaminocarbonyl)phenyl]-amino]-8-methyl-8H-pteridin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 5-Amino-2-[[4-(diethylaminocarbonyl)phenyl]amino]-4-(methylamino)pyrimidine | HCID 58786782 | — |
| Reactant | Ethyl 2-(3,5-dichloropyridin-4-yl)-2-oxoacetate | HCID 58786793 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-(3,5-Dichloropyridin-4yl)-2-[[4-(diethylaminocarbonyl)phenyl]-amino]-8-methyl-8H-pteridin-7-one | HCID 9805904 | 28% |
Reaction Steps
A mixture of 0.50 g (1.6 mmol) of 5-amino-2-[[4-(diethylaminocarbonyl)-phenyl]amino]-4-(methylamino)pyrimidine, 0.8 g (3.2 mmol) of ethyl 2-(3,5-dichloropyridin-4-yl)-2-oxoacetate, and 0.5 mL of HOAc in 20 mL of 2-methoxyethanol is heated under reflux for 16 hours. Workup in EtOAc, followed by chromatography on silica, eluting with EtOAc/hexane (3:2), gives 0.22 g (28%) of the title compound (Compound 13): mp (i-Pr2O) 230–231° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169778B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-03160d11e74a47fbb36fd15acbeae84b |
| Source note | uspto-grants-2007_01 |