HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-(2,6-Dichlorophenyl)-8-methyl-2-[[4-(morpholin-4-yl)phenyl]amino]-8H-pteridin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 5-Amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidine | HCID 58786812 | — |
| Reactant | Ethyl 2-(2,6-dichlorophenyl)-2-oxoacetate | HCID 69476762 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Product | 6-(2,6-Dichlorophenyl)-8-methyl-2-[[4-(morpholin-4-yl)phenyl]amino]-8H-pteridin-7-one | HCID 9891438 | 37.2% |
Reaction Steps
A mixture of 0.60 g (2 mmol) of 5-amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidine, 0.74 g (3 mmol) ethyl 2-(2,6-dichlorophenyl)-2-oxoacetate (T. H. Kress and M. R. Leanna, Synthesis, 1988:803–805), and 0.3 mL HOAc in 25 mL of 2-methoxyethanol is heated under reflux for 16 hours before the solvent is removed under vacuum. The residue is extracted into EtOAc and, after being washed with water, the solution is dried over Na2SO4. Removal of the solvent and chromatography on silica, eluting with hexane/EtOAc 3:2 gives 0.36 g (37%) of the title compound (Compound 2 in Tables 1 and 2): mp (EtOH) 292–293° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169778B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-10431ca12a404182ae47cd931decd0de |
| Source note | uspto-grants-2007_01 |