HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Morpholinoethanol → 4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-nitro-pyrido[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Morpholinoethanol | HCID 61163 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Chloro-4-morpholino-6-nitro-pyrido[2,3-d]pyrimidine | HCID 57935891 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-nitro-pyrido[2,3-d]pyrimidine | HCID 68920866 | 57.2% |
Reaction Steps
Chloro-4-morpholino-6-nitro-pyrido[2,3-d]pyrimidine (4.4 g; 15 mmol) was dissolved in tetrahydrofuran (100 mL). To the solution was added morpholino-2-ethanol (2.4 g; 18 mmol), and it was chilled in a dry ice bath. Sodium 400 mg; 18 mmol) was then added, and it was allowed to warm to room temperature and stirred overnight. The solvent was then evaporated, and the solid was dissolved in dichloromethane (50 mL), washed with water (3×10 mL), dried over magnesium sulfate, and purified by column chromatography to give 4-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-nitro-pyrido[2,3-d]pyrimidine (3.35 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318730B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-e21c44b91f9e4eda87fe5e99a3b81869 |
| Source note | uspto-grants-2012_11 |