4-Aminopyridine → HCID 14456465, compound

HRID 620035Notes

Reaction equation

HRID 620035 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]=[C:9]2[CH2:17]Cl)[CH:5]=[CH:6][CH:7]=1.[NH2:19][C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]=[C:9]2[CH2:17][NH:19][C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 17274-AminopyridineHCID 21248416115835-43-3

Product 1

HCID 14456465HCID 14456465, compoundYield 20.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A ethanol (8 ml) solution of 1-(3-fluorophenyl)-2-chloromethylbenzimidazole (1.0 g, 4 mmol) prepared in the preceding step (b) and 4-aminopyridine (1.3 g, 7.4 mmol) was refluxed for 1.5 hours. The reaction mixture was concentrated in vacuo and crystallized from acetone and recrystallized from ethanol-acetone, then the objective compound (0.3 g, 0.82 mmol) was obtained.

Workup

  1. temperaturewas refluxed for 1.5 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customcrystallized from acetone
  4. customrecrystallized from ethanol-acetone

Sources & evidence

ORD record
ord-c19ce065174e41bfa6121f39389b6ce6
Source dataset
uspto-grants-1989_04
Patent number
US04818761

Reaction notes

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