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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 845778Generated: October 30, 2026

Ammonia → N-[1-(2-aminoethyl)-4-piperidinyl]-3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-amine

https://huagongshe.com/reaction/845778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant4-[[3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-yl]amino]-1-piperidineacetonitrileHCID 13588018—
ReactantHCID 15614715HCID 15614715—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
ProductN-[1-(2-aminoethyl)-4-piperidinyl]-3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-amineHCID 1358807390%

Reaction Steps

A mixture of 17 parts of 4-[[3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-yl]amino]-1-piperidineacetonitrile and 400 parts of methanol, saturated with ammonia, was hydrogenated at normal pressure and at room temperature with 3 parts of Raney-nickel catalyst. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was crystallized from acetonitrile, yielding 15 parts (90%) of N-[1-(2-aminoethyl)-4-piperidinyl]-3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-amine; mp. 151.1° C. (intermediate 102).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04760074
Source datasetuspto-grants-1988_07
ORD IDord-85c00a7f55b94243b5ee40c6c3cd8c37
Source noteuspto-grants-1988_07