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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433461Generated: October 30, 2026

Water → N1-Phenyl-5-[(2-amino-4-pyridyl)oxy]-1H-1-indolecarboxamide

https://huagongshe.com/reaction/1433461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenyl isocyanateHCID 7672—
ReactantSodium hydrideHCID 24758—
Reactant4-(1H-5-indolyloxy)-2-pyridinamineHCID 21949365—
SolventDimethylformamideHCID 6228—
ProductN1-Phenyl-5-[(2-amino-4-pyridyl)oxy]-1H-1-indolecarboxamideHCID 2194915974.1%

Reaction Steps

After adding 28 mg of sodium hydride (60% in oil) to a solution of 3.0 g of 5-[(2-amino-4-pyridyl)oxy]-1H-indole in dimethylformamide at room temperature and stirring the mixture for 5 minutes, 1.6 g of phenyl isocyanate was added and the mixture was stirred for 20 minutes. Water was added, extraction was performed with ethyl acetate and the organic layer was washed with water, and then silica gel was added and the solvent was distilled off under reduced pressure. The silica gel was charged into a dry column packed with silica gel and purified by column chromatography (ethyl acetate), to obtain 3.4 g of a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-aa8687d4b5874219a01fa0d3b2145267
Source noteuspto-grants-2009_11