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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215522Generated: October 30, 2026

4-Piperidinebutanoic acid, ethyl ester → 5-(2-(((4-(3-Ethoxycarbonylpropyl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamide

https://huagongshe.com/reaction/2215522

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Piperidinebutanoic acid, ethyl esterHCID 10631848—
ReactantPhenyl N-(4-(1-(methylamino)carbonyl-1H-5-indolyloxy)-2-pyridyl)-N-(phenoxycarbonyl)carbamateHCID 21949175—
SolventDimethylformamideHCID 6228—
Product5-(2-(((4-(3-Ethoxycarbonylpropyl)piperidin-1-yl)carbonyl)amino)pyridin-4-yloxy)-1H-indole-1-carboxylic acid methylamideHCID 2105486780.6%

Reaction Steps

Ethyl 4-(piperidin-4-yl)butyrate (650 mg, 2.0 mmol, Production example 43-2) was suspended in N,N-dimethylformamide (3.35 ml); phenyl N-(4-(1-(methylamino)carbonyl-1H-indol-5-yloxy)-pyridin-2-yl)-N-(phenoxycarbonyl)carbamate (350 mg, 0.67 mmol, Production example 5-2) was added; and the reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over anhydrous magnesium sulfate, concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Fuji Silysia BW-300, hexane-ethyl acetate-methanol system) to yield the title compound (271 mg, 0.54 mmol, 80%) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109219B2
Source datasetuspto-grants-2006_09
ORD IDord-bc3a4a5aa814498db60d80ff48ee9c40
Source noteuspto-grants-2006_09