HCID 15480961, compound → HCID 15480962, compound

HRID 1280443Notes

Reaction equation

HRID 1280443 reaction equation
[CH3:1][N:2]([CH3:24])[CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]2[CH2:14][CH2:15][C:16](=[O:23])[C:17](C(OCC)=O)=[C:6]12>C(O)C.[OH-].[Na+]>[CH3:1][N:2]([CH3:24])[CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]2[CH2:14][CH2:15][C:16](=[O:23])[CH:17]=[C:6]12

Participants

4

Reactant 1

HCID 15480961HCID 15480961, compound

Product 1

HCID 15480962HCID 15480962, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of ethyl 5-(2-dimethylaminoethyl)-3-oxo-1,2,3,5-tetrahydropyrido [1,2-a]benzimidazole-4-carboxylate (1.0 g, 3 mmol) in ethanol (40 mL) and 10 M aqueous NaOH (20 ml) is heated at reflux for 2 h. The reaction mixture is cooled and the layers separated. The upper layer is diluted with ether (100 mL), washed with water (20 mL), dried, and concentrated to yield 5-(2-dimethylaminoethyl)-3-oxo-1,2,3,5-tetrahydropyrido [1,2-a]benzimidazole.

Workup

  1. temperatureat reflux for 2 h
  2. temperatureThe reaction mixture is cooled
  3. customthe layers separated
  4. additionThe upper layer is diluted with ether (100 mL)
  5. washwashed with water (20 mL)
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-0a0fdb1403ff43aeb803856d34aaf996
Source dataset
uspto-grants-2002_09
Patent number
US06451809B2

Reaction notes

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