Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 118092776 | HCID 118092776 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 118092577 | HCID 118092577 | — |
Reaction Steps
Hydroxylamine hydrochloride (101 mg, 1.46 mmol) and potassium carbonate (201 mg, 1.46 mmol) were added to a mixture of 2-methyl-2-{[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]amino}propanenitrile (100 mg, 0.242 mmol) in ethanol (404 μL). The reaction stirred at 85° C. overnight. The reaction mixture was diluted with DMSO, filtered, and purified by reverse phase HPLC (5-95% acetonitrile in water+0.5% TFA) to yield (1Z)—N′-hydroxy-2-methyl-2-{[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]amino}propanimidamide as a bis-TFA salt. MS APCI calc'd for C21H23F3N7O [M+H]+ 446. found 446.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09376418B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-7f33a5f514734a9d859eefb96e807a7c |
|---|
| Source note | uspto-grants-2016_06 |
|---|