Hydrogen Bromide → N-[1-(4-fluorophenylmethyl)-1H-benzimidazol-2-yl][1,4'-bipiperidine]-4-amine

HRID 1534727Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1534727
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[NH:18][CH:19]2[CH2:24][CH2:23][N:22]([CH:25]3[CH2:30][CH2:29][N:28](C(OCC)=O)[CH2:27][CH2:26]3)[CH2:21][CH2:20]2)=[CH:4][CH:3]=1.Br>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[NH:18][CH:19]2[CH2:24][CH2:23][N:22]([CH:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)[CH2:21][CH2:20]2)=[CH:6][CH:7]=1

Komponenten

3

Edukt 2

HCID 260Hydrogen BromideHCID 13588068ethyl 4-[1-(4-fluorophenylmethyl)-1H-benzimidazol-2-ylamino][1,4'-bipiperidine]-1'-carboxylate

Produkt 1

HCID 15614720N-[1-(4-fluorophenylmethyl)-1H-benzimidazol-2-yl][1,4'-bipiperidine]-4-amineAusbeute 50 %

Versuchsvorschrift

A mixture of 21 parts of ethyl 4-[1-(4-fluorophenylmethyl)-1H-benzimidazol-2-ylamino][1,4'-bipiperidine]-1'-carboxylate and 450 parts of hydrobromic acid solution 48% was stirred and refluxed for 16 hours. The reaction mixture was evaporated. From the residue the free base was liberated in the conventional manner with sodium hydroxide in water and extracted with dichloromethane. The extract was dried, filtered and evaporated, yielding 8 parts (50%) of N-[1-(4-fluorophenylmethyl)-1H-benzimidazol-2yl][1,4'-bipiperidine]-4-amine as a residue (intermediate 71).

Aufarbeitung

  1. temperaturerefluxed for 16 hours
  2. customThe reaction mixture was evaporated
  3. extractionextracted with dichloromethane
  4. customThe extract was dried
  5. filtrationfiltered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7915ac73fb164e6e9f5ad4f216db26d5
Quelldatensatz
uspto-grants-1992_02
Patentnummer
USRE033833

Notizen zur Reaktion

Wird geladen…