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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Chlorobutyronitrile | HCID 12336 | — |
| Reactant | Norastemizole hydrobromide | HCID 3018631 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinebutanenitrile | HCID 13588009 | 80% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04634704 |
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| Source dataset | uspto-grants-1987_01 |
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| ORD ID | ord-9a2add459849416f8cc82e042c4371fd |
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| Source note | uspto-grants-1987_01 |
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