HuagongsheHuagongshe Chemistry Print Report · For research reference only
Selenium Dioxide → 5-Isopropyl-pyridine-2-sulphonic acid 5-(2-chloro-5-methoxy-phenoxy)-6-formyl-2-morpholin-4-yl-pyrimidin-4-ylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Selenium Dioxide | HCID 24007 | — |
| Reactant | 5-Isopropyl-pyridine-2-sulphonic acid 5-(2-chloro-5-methoxy-phenoxy)-6-methyl-2-morpholin-4-yl-pyrimidin-4-ylamide | HCID 22377835 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-Isopropyl-pyridine-2-sulphonic acid 5-(2-chloro-5-methoxy-phenoxy)-6-formyl-2-morpholin-4-yl-pyrimidin-4-ylamide | HCID 22377860 | 51.6% |
Reaction Steps
1 g of the compound obtained in Example 36 and 2.1 g of selenium dioxide in 40 ml of dioxan were stirred in an autoclave at 170° C. for 7 hours. The reaction mixture was filtered and the filtrate was concentrated. The residue was partitioned between ethyl acetate and water. The organic phase was dried, the solvent was evaporated and the residue was purified over silica gel with ethyl acetate/hexane. 0.53 g of 5-isopropyl-pyridine-2-sulphonic acid 5-(2-chloro-5-methoxy-phenoxy)-6-formyl-2-morpholin-4-yl-pyrimidin-4-ylamide, m.p. 194° C., was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05837708 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-c3b639ff2c404d589f278cae338f982e |
| Source note | uspto-grants-1998_11 |