HCID 22167812, compound → HCID 22167810, compound

HRID 1031426Notes

Reaction equation

HRID 1031426 reaction equation
[N:1]1([C:6]2[N:11]=[CH:10][C:9]([C:12](=[O:20])[CH2:13][CH2:14][C:15]([O:17]CC)=[O:16])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1>C([O-])([O-])=O.[Na+].[Na+]>[N:1]1([C:6]2[N:11]=[CH:10][C:9]([C:12](=[O:20])[CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 1

HCID 22167812HCID 22167812, compound

Product 1

HCID 22167810HCID 22167810, compound

Reagents, catalysts & solvents 1

HCID 10340Sodium CarbonateSolvent

Procedure

A solution of ethyl, 4-cyano-4-[6-(1H-imidazol-1-yl)pyrid-3-yl]-4-N-morpholino butyrate (2.34 g, 6.34 mmol) in 14 ml of acetic acid containing 0.9 ml of water is heated to reflux for 1 day. The solvent is removed and the residue is dissolved in CHCl3 and extracted with saturated aqueous NaHCO3 solution. The organic layer is then separated, dried (Na2SO4) and evaporated to give crude ethyl 4-[6-(1H-imidazol-1-yl)pyrid-3-yl]-4-oxo-butanoate. Saponification of the ester in aqueous Na2CO3 at 23° C. generates the desired product used in the next step without further purification.

Workup

  1. customat 23° C.

Sources & evidence

ORD record
ord-6f8a7620c35942329de0cf7b667f3606
Source dataset
uspto-grants-1990_09
Patent number
US04954494

Reaction notes

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