Sodium Hydroxide → HCID 178494673, compound

HRID 52992Notes

Reaction equation

HRID 52992 reaction equation
[OH:1][C:2]([C:5]1[N:6]=[C:7]([CH2:32][O:33][CH3:34])[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]([CH2:32][O:33][CH3:34])[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])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 178494671HCID 178494671, compound

Product 1

HCID 178494673HCID 178494673, compoundYield 75.4%

Procedure

A solution of 462 mg of methyl 4-(1-hydroxy-1-methylethyl)-2-methoxymethyl-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate [prepared as described in Example 82(b)] in 4 ml of a 1N aqueous solution of sodium hydroxide was stirred at room temperature for 5 hours. At the end of this time, the insoluble matter was filtered off, and 4 ml of a 1N aqueous solution of hydrochloric acid were added to the filtrate. The resulting crystalline powder was then collected by filtration, to give 338 mg of the title compound, melting at 187° C. (with decomposition at 192°-195° C.).

Workup

  1. filtrationAt the end of this time, the insoluble matter was filtered off
  2. addition4 ml of a 1N aqueous solution of hydrochloric acid were added to the filtrate
  3. filtrationThe resulting crystalline powder was then collected by filtration

Sources & evidence

ORD record
ord-4f5693c111df4298956e5dd42479d7b0
Source dataset
uspto-grants-1997_04
Patent number
US05616599

Reaction notes

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