HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-(3,5-Dichloropyridin-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 | Ethyl 2-(3,5-dichloropyridin-4-yl)-2-oxoacetate | HCID 58786793 | — |
| Reactant | 5-Amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidine | HCID 58786812 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Product | 6-(3,5-Dichloropyridin-4-yl)-8-methyl-2-[[4-(morpholin-4-yl)phenyl]amino]-8H-pteridin-7-one | HCID 9869939 | 18% |
Reaction Steps
A mixture of 0.30 g (1 mmol) of 5-amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidine, 0.37 g (1.5 mmol) of ethyl 2-(3,5-dichloropyridin-4-yl)-2-oxoacetate, and 0.3 mL HOAc in 15 mL 2-methoxyethanol as heated under reflux for 16 hours, and worked up as above in 2. Chromatography on alumina, eluting with CH2Cl2/EtOAc (4:1), gives 85 mg (18%) of the title compound (Compound 12 in Tables 1 and 2): mp (MeOH) 243–245° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169778B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-a5c059358bc24b5397f7683946e3b79d |
| Source note | uspto-grants-2007_01 |