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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494913Generated: October 29, 2026

Methanol → 1-(piperidin-4-yl)-1H-indole-6-carboxamide

https://huagongshe.com/reaction/494913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBenzyl 4-(6-carbamoyl-1H-indol-1-yl)piperidine-1-carboxylateHCID 57682819—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418390HCID 178418390—
SolventTetrahydrofuranHCID 8028—
Product1-(piperidin-4-yl)-1H-indole-6-carboxamideHCID 57682786—

Reaction Steps

43 g of benzyl 4-(6-carbamoyl-1H-indol-1-yl)piperidin-1-carboxylate was suspended in a mixed solution consisting of 400 ml of methanol and 600 ml of tetrahydrofuran. Thereafter, 3.3 g of 10% palladium carbon was added thereto. This suspension was substituted by hydrogen, and it was then stirred at room temperature. After completion of the reaction, 10% palladium carbon was filtered off from the reaction solution, and the reaction solution was then concentrated under a reduced pressure. Tetrahydrofuran was added to the residue, and the obtained mixture was concentrated again under a reduced pressure. Tetrahydrofuran was added to the generated residue, followed by stirring, so as to solidify the subject compound. Thereafter, tetrahydrofuran and ether were added thereto, followed by cooling on ice. The solidified subject compound was collected by filtration. The generated filtrate was concentrated, and thus, the subject compound was obtained in the same above manner. The total amount of the subject compounds was 25.2 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538123B2
Source datasetuspto-grants-2009_05
ORD IDord-5e251540f7c34f32a3db3d939705df9a
Source noteuspto-grants-2009_05