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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626573Generated: October 30, 2026

Water → Prop-1-en-2-yl (4-((2-methyl-6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamate

https://huagongshe.com/reaction/626573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
ReactantIsopropenyl chloroformateHCID 93846—
ReactantN-((5-((2-aminopyridin-4-yl)oxy)-6-methylpyridin-2-yl)carbamoyl)pivalamideHCID 90410520—
SolventPyridineHCID 1049—
ProductProp-1-en-2-yl (4-((2-methyl-6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamateHCID 13173522894.2%

Reaction Steps

A solution of N-((5-((2-aminopyridin-4-yl)oxy)-6-methylpyridin-2-yl)carbamoyl)pivalamide (0.280 g, 0.815 mmol) in pyridine (6 mL) was treated with isopropenyl chloroformate (0.100 mL, 0.913 mmol) and stirred at RT overnight. The mixture was treated with water and DCM, stirred for 0.5 h, the layers separated and the aqueous layer extracted with additional DCM (3×). The combined organics were dried over Na2SO4 and concentrated to dryness to afford prop-1-en-2-yl (4-((2-methyl-6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamate (328 mg, 94%). MS (ESI) m/z: 428.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309224B2
Source datasetuspto-grants-2016_04
ORD IDord-2af0b87d70204ed78f6ec8cdb2f1b582
Source noteuspto-grants-2016_04