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

HRID 265139Notes

Reaction equation

HRID 265139 reaction equation
[OH:1][C:2]([C:5]1[N:6]=[C:7]([CH2:34][O:35][CH:36]([CH3:38])[CH3:37])[N:8]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]3[NH:33][N:32]=[N:31][N:30]=3)=[CH:19][CH:18]=2)[C:9]=1[C:10]([O:12]C(C)C)=[O:11])([CH3:4])[CH3:3].[OH-].[Na+]>>[OH:1][C:2]([C:5]1[N:6]=[C:7]([CH2:34][O:35][CH:36]([CH3:38])[CH3:37])[N:8]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]3[NH:33][N:32]=[N:31][N:30]=3)=[CH:19][CH:18]=2)[C:9]=1[C:10]([OH:12])=[O:11])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 178459022Isopropyl 4-(1-hydroxy-1-methylethyl)-2-isopropoxymethyl-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate

Product 1

HCID 1784590264-(1-Hydroxy-1-methylethyl)-2-isopropoxymethyl-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylic acidYield 90%

Procedure

A solution of 393 mg of isopropyl 4-(1-hydroxy-1-methylethyl)-2-isopropoxymethyl-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate [prepared as described in Example 92(b)] in 3 ml of a 1N aqueous solution of sodium hydroxide was stirred at room temperature for 2 hours, and then insoluble matter was filtered off. 3 ml of 1N aqueous hydrochloric acid were added to the filtrate, and the precipitated amorphous powder was collected by filtration, to give 325 mg of the title compound, melting at 153°-161° C. (with softening).

Workup

  1. filtrationinsoluble matter was filtered off
  2. addition3 ml of 1N aqueous hydrochloric acid were added to the filtrate
  3. filtrationthe precipitated amorphous powder was collected by filtration

Sources & evidence

ORD record
ord-92c2f84313c94aa8bc30812f32ddcd4c
Source dataset
uspto-grants-1997_07
Patent number
US05646171

Reaction notes

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