Ethanol → HCID 178441542, compound

HRID 1655116

Reaction equation

HRID 1655116 reaction equation
Cl.[CH2:2]([C:6]1[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[NH:31][N:30]=[N:29][N:28]=3)=[CH:17][CH:16]=2)[CH:8]=[C:9]([CH2:11][CH2:12][NH2:13])[N:10]=1)[CH2:3][CH2:4][CH3:5].[C:32]([O:36][CH2:37][CH3:38])(=[O:35])[CH:33]=O.C(O)C>C(Cl)(Cl)Cl>[CH2:2]([C:6]1[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[NH:31][N:30]=[N:29][N:28]=3)=[CH:17][CH:16]=2)[C:8]2[CH:33]([C:32]([O:36][CH2:37][CH3:38])=[O:35])[NH:13][CH2:12][CH2:11][C:9]=2[N:10]=1)[CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 3

HCID 702EthanolHCID 70211Ethyl oxoacetateHCID 1784416472-n-butyl-4-(2-aminoethyl)-1-[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methylimidazole hydrochloride

Product 1

HCID 178441542HCID 178441542, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2-n-butyl-4-(2-aminoethyl)-1-[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methylimidazole hydrochloride (0.278 g), ethyl glyoxylate (0.179 g) and ethanol (5 ml) is refluxed for three days. To the mixture is added chloroform, and the mixture is washed, dried and evaporated to remove the solvent. The solvent is purified by silica gel column chromatography (solvent; chloroform/methanol=10.1) to give ethyl 2-n-butyl-3-[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl-4,5,6,7-tetrahydroimidazo[4,5-c]pyridine-4-carboxylate (0.136 g) as a foam.

Workup

  1. temperatureis refluxed for three days
  2. washthe mixture is washed
  3. customdried
  4. customevaporated
  5. customto remove the solvent
  6. customThe solvent is purified by silica gel column chromatography (solvent; chloroform/methanol=10.1)

Sources & evidence

ORD record
ord-d51c637b15c3425cb38816d26022f7cb
Source dataset
uspto-grants-1995_04
Patent number
US05409936

Linked notes

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