Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | HCID 131730947 | HCID 131730947 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131730946 | HCID 131730946 | 10% |
Reaction Steps
120 mg of 4-[(3,5-difluorobenzyl)amino]-6-{[4-(4-hydroxypiperidino)phenyl]amino}pyridine-3-carboxyamide (the compound of Example 191) was dissolved in 1.5 mL of N,N-dimethylformamide, to which 78 mg of 4-methylmorpholine N-oxide, 120 mg of molecular sieve 4A powder and 2.8 mg of tetrapropylammonium perruthenate were added, and stirred at room temperature for 30 minutes. Water was added to the reaction mixture, extracted with ethyl acetate, and the extract was washed with saturated saline. After drying on anhydrous sodium sulfate, the solvent was evaporated, and the residue was purified by silica gel column chromatography (chloroform:methanol=20:1), recrystallized in methanol-ether-hexane to obtain 12 mg (10%) of the title compound as a light brown crystalline powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08575153B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-4df1c100cb324966b1ba34b8e41058ac |
|---|
| Source note | uspto-grants-2013_11 |
|---|