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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492961Generated: October 31, 2026

Methanol → N-[4-(4-aminophenoxy)-2-pyridinyl]-4-(1-pyrrolidinylmethyl)-1-piperidinecarboxamide

https://huagongshe.com/reaction/492961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantN-[4-(4-Nitrophenoxy)-2-pyridinyl]-4-(1-pyrrolidinylmethyl)-1-piperidinecarboxamideHCID 86602175—
CatalystHCID 178418390HCID 178418390—
SolventTetrahydrofuranHCID 8028—
ProductN-[4-(4-aminophenoxy)-2-pyridinyl]-4-(1-pyrrolidinylmethyl)-1-piperidinecarboxamideHCID 5959697085.2%

Reaction Steps

4-(Pyrrolidin-1-ylmethyl)piperidine-1-carboxylic acid [4-(4-nitrophenoxy)pyridin-2-yl]amide (295 mg) was dissolved in tetrahydrofuran (7 ml) and methanol (7 ml) under a nitrogen atmosphere, and then 10% palladium carbon (147 mg) was added, followed by stirring under a hydrogen atmosphere for 10 hrs. The reaction mixture was filtered to remove the catalyst, and the catalyst was washed with methanol. The filtrate was concentrated to give a residue, which was then purified by silica gel column chromatography (Fuji Silysia NH, eluent; ethyl acetate). Fractions containing a target compound were concentrated to provide 4-(pyrrolidin-1-ylmethyl)piperidine-1-carboxylic acid [4-(4-aminophenoxy)pyridin-2-yl]amide (233.7 mg) as white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531532B2
Source datasetuspto-grants-2009_05
ORD IDord-fcb15444790e4e3fba5fc75b987440df
Source noteuspto-grants-2009_05