HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-(3,5-Dibromopyridin-4-yl)-8-methyl-2-[[4-(morpholin-4-yl)phenyl]amino]-8H-pteridin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3,5-Dibromo-alpha-oxo-4-pyridineaceticacidethylester | HCID 58786781 | — |
| Reactant | 5-Amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidine | HCID 58786812 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-(3,5-Dibromopyridin-4-yl)-8-methyl-2-[[4-(morpholin-4-yl)phenyl]amino]-8H-pteridin-7-one | HCID 9959798 | 26.2% |
Reaction Steps
A mixture of 0–30 g (1 mmol) of 5-amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidine, 0.67 g (2 mmol) of ethyl 2-(3,5-dibromopyridin-4-yl)-2-oxoacetate (from preparation 17), and 0.5 mL of HOAc in 15 mL of 2-methoxyethanol is heated under reflux for 18 hours. Workup in EtOAc, followed by chromatography on silica, eluting with CH2Cl2/EtOAc (4:1), gives 0.15 g (26%) of the title compound (Compound 19): mp (EtOH) 204–206° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169778B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-6675fa2b7abd410e805f9804b5ce69b3 |
| Source note | uspto-grants-2007_01 |