HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl (4-((6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamate → N-((5-((2-aminopyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)pivalamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl (4-((6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamate | HCID 131735224 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | N-((5-((2-aminopyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)pivalamide | HCID 90409811 | 100% |
Reaction Steps
tert-Butyl (4-((6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamate (1.6 g, 3.73 mmol) was suspended in TFA (20 mL), stirred at RT for 45 min, then concentrated to dryness. The residue was suspended in THF, treated with satd. NaHCO3 and the layers separated. The aqueous layer was diluted with brine, extracted with THF (3×) and the combined organics were dried over Na2SO4 and concentrated to dryness to afford crude N-((5-((2-aminopyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)pivalamide (100% yield assumed) which was used without further purification. MS (ESI) m/z: 330.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309224B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-f4b5347c946f4d1c8f6986690d1e51fe |
| Source note | uspto-grants-2016_04 |