Sodium Hydroxide → 4-(1-Hydroxy-1-methylethyl)-2-(1-methoxyethyl)-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylic acid

HRID 265141Notes

Reaction equation

HRID 265141 reaction equation
[OH:1][C:2]([C:5]1[N:6]=[C:7]([CH:32]([O:34][CH3:35])[CH3:33])[N:8]([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:9]=1[C:10]([O:12]C)=[O:11])([CH3:4])[CH3:3].[OH-].[Na+]>>[OH:1][C:2]([C:5]1[N:6]=[C:7]([CH:32]([O:34][CH3:35])[CH3:33])[N:8]([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:9]=1[C:10]([OH:12])=[O:11])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 178497993Methyl 4-(1-hydroxy-1-methylethyl)-2-(1-methoxyethyl)-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate

Product 1

HCID 1784948214-(1-Hydroxy-1-methylethyl)-2-(1-methoxyethyl)-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylic acid

Procedure

A solution of 331 m9 of methyl 4-(1-hydroxy-1-methylethyl)-2-(1-methoxyethyl)-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate [prepared as described in Example 94(b)] in 3 ml of a 1N aqueous solution of sodium hydroxide was stirred at room temperature for 2.5 hours. At the end of this time, insoluble matter was filtered off and 3 ml of 1N aqueous hydrochloric acid was added to the filtrate. The amorphous powder which precipitated was collected by filtration, to give 209 mg of the title compound, melting at 174°-185° C. (with softening).

Workup

  1. filtrationAt the end of this time, insoluble matter was filtered off
  2. addition3 ml of 1N aqueous hydrochloric acid was added to the filtrate
  3. customThe amorphous powder which precipitated
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-c65f3f1f460a40cd9239562600be85c1
Source dataset
uspto-grants-1997_07
Patent number
US05646171

Reaction notes

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