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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979913Generated: October 28, 2026

Dimethylformamide → 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinebutanenitrile

https://huagongshe.com/reaction/979913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium CarbonateHCID 10340—
Reactant4-ChlorobutyronitrileHCID 12336—
ReactantNorastemizole hydrobromideHCID 3018631—
SolventWaterHCID 962—
Product4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinebutanenitrileHCID 1358800980%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 11 parts of 4-chlorobutanenitrile, 48.5 parts of 1-(4-fluorophenylmethyl)-N-(4-piperidinyl)-1H-benzimidazol-2-amine dihydrobromide, 30 parts of sodium carbonate and 270 parts of DMF was stirred and heated overnight at 70° C. The reaction mixture was poured into water and the product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was crystallized twice from a mixture of 4-methyl-2-pentanone and 2,2'-oxybispropane, yielding 2.2 parts (80%) of 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinebutanenitrile; mp. 130.5° C. (90).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04634704
Source datasetuspto-grants-1987_01
ORD IDord-9a2add459849416f8cc82e042c4371fd
Source noteuspto-grants-1987_01