Potassium Hydroxide → HCID 178457036, compound

HRID 2380678Notes

Reaction equation

HRID 2380678 reaction equation
[CH2:1]([N:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:29]2[NH:33][N:32]=[N:31][N:30]=2)=[CH:19][CH:18]=1)[C:5](=[O:15])[CH2:6][CH2:7][C:8]([C:11]([O:13]C)=[O:12])([CH3:10])[CH3:9])[CH2:2][CH3:3].[OH-].[K+]>CO>[CH2:1]([N:4]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:29]2[NH:33][N:32]=[N:31][N:30]=2)=[CH:21][CH:22]=1)[C:5](=[O:15])[CH2:6][CH2:7][C:8]([C:11]([OH:13])=[O:12])([CH3:10])[CH3:9])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 178457037HCID 178457037, compound

Product 1

HCID 178457036HCID 178457036, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.450 g of 4-methoxycarbonyl-4-methyl-pentanoic acid N-propyl-N-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-amide and 2.0 ml of 2N potassium hydroxide solution in 10 ml of methanol is heated under reflux for 6 hours. When cool, the mixture is acidified and concentrated by evaporation. The residue is purified by chromatography on silica gel 60 (40-63 μm) using CH2Cl2 /CH3OH (95:5) as eluant to yield pure 4-carboxy-4-methyl-pentanoic acid N-propyl-N-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-amide that has an Rf value of 0.40 [CH2Cl2 /CH3OH (4:1)].

Workup

  1. temperatureunder reflux for 6 hours
  2. temperatureWhen cool
  3. concentrationconcentrated by evaporation
  4. customThe residue is purified by chromatography on silica gel 60 (40-63 μm)

Sources & evidence

ORD record
ord-669a4b13bbf547f9a2be2bb7169c6fe8
Source dataset
uspto-grants-1994_11
Patent number
US05369110

Reaction notes

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