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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626542Generated: October 26, 2026

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

https://huagongshe.com/reaction/626542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl (4-((6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamateHCID 131735224—
SolventTrifluoroacetic acidHCID 6422—
ProductN-((5-((2-aminopyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)pivalamideHCID 90409811100%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309224B2
Source datasetuspto-grants-2016_04
ORD IDord-f4b5347c946f4d1c8f6986690d1e51fe
Source noteuspto-grants-2016_04