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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979919Generated: October 26, 2026

Ammonia → N-[1-(2-aminopropyl)-4-piperidinyl]-1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-amine

https://huagongshe.com/reaction/979919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]-2-propanoneHCID 13588076—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
ProductN-[1-(2-aminopropyl)-4-piperidinyl]-1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-amineHCID 1358807834%

Reaction Steps

A mixture of 4 parts of 1-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]-2-propanone, oxime and 120 parts of methanol saturated with ammonia was hydrogenated at normal pressure and at room temperature with 2 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 1.3 parts (34%) of N-[1-(2-aminopropyl)-4-piperidinyl]-1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-amine; mp. 178.3° C. (178).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04634704
Source datasetuspto-grants-1987_01
ORD IDord-781fcebc34ac4091915e8edacd7762cc
Source noteuspto-grants-1987_01