4-Aminopyridine → HCID 135482307, compound

HRID 324269Notes

Reaction equation

HRID 324269 reaction equation
[OH:1][C:2]1[CH2:10][CH2:9][N:8]2[C:4](=[N:5][C:6]3[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=32)[C:3]=1[C:15]([O:17]CC)=O.[NH2:20][C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1>>[N:24]1[CH:25]=[CH:26][C:21]([NH:20][C:15]([C:3]2[C:4]3=[N:5][C:6]4[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=4[N:8]3[CH2:9][CH2:10][C:2]=2[OH:1])=[O:17])=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 17274-AminopyridineHCID 135452099HCID 135452099, compound

Product 1

HCID 135482307HCID 135482307, compound

Procedure

The pyridobenzimidazo derivative VII (4.0 g, 15.5 mmol) and 4-aminopyridine (2.82 g, 30.0 mmol) were combined in xylenes (200 mL) and heated at reflux for 6 h in a flask fitted with a Dean Stark trap. The resulting solid was isolated from the cooled reaction mixture and recrystallized from a mixture of methylene chloride and EtOH to give the title compound as a crystalline solid: mp 274-276° C.; MS: 307 (MH+).

Workup

  1. temperatureheated
  2. temperatureat reflux for 6 h in a flask
  3. customfitted with a Dean Stark trap
  4. customThe resulting solid was isolated from the cooled reaction mixture
  5. customrecrystallized from a mixture of methylene chloride and EtOH

Sources & evidence

ORD record
ord-6b035a76236a4ae98337c63225c192cf
Source dataset
uspto-grants-2001_04
Patent number
US06218384B1

Reaction notes

Loading…