Hydrochloric Acid → [3-(4-chlorophenyl)-4-(4-methoxyphenylmethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

HRID 660859Notes

Reaction equation

HRID 660859 reaction equation
C([O:3][C:4](=[O:28])[CH2:5][N:6]1[C:10](=[O:11])[N:9]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[C:8]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)=[N:7]1)C.[OH-].[K+].Cl>CO>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([C:8]2[N:9]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:10](=[O:11])[N:6]([CH2:5][C:4]([OH:28])=[O:3])[N:7]=2)=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58012215Ethyl[3-(4-chlorophenyl)-4-(4-methoxyphenylmethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetate

Product 1

HCID 58011946[3-(4-chlorophenyl)-4-(4-methoxyphenylmethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.58 g (8.91 mmol) of ethyl[3-(4-chlorophenyl)-4-(4-methoxyphenylmethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetate from Example 78A are placed in 40 ml methanol and stirred overnight at room temperature with 4 ml of 20% aqueous potassium hydroxide. It is adjusted to pH 6 with 1 N hydrochloric acid and purified by preparative HPLC [Method 12]. 2.71 g (81% of theory) of the target compound are thus obtained.

Workup

  1. custompurified by preparative HPLC [Method 12]
  2. custom2.71 g (81% of theory) of the target compound are thus obtained

Sources & evidence

ORD record
ord-229af9271fc94619a63f640b08b23e2e
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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