Sodium Hydroxide → HCID 178503664, compound

HRID 53013Notes

Reaction equation

HRID 53013 reaction equation
[OH:1][C:2]([C:5]1[N:6]=[C:7]([CH2:33][S:34][CH3:35])[N:8]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[NH:32][N:31]=[N:30][N:29]=3)=[CH:18][CH:17]=2)[C:9]=1[C:10]([O:12]CC)=[O:11])([CH3:4])[CH3:3].[OH-].[Na+]>>[OH:1][C:2]([C:5]1[N:6]=[C:7]([CH2:33][S:34][CH3:35])[N:8]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[NH:32][N:31]=[N:30][N:29]=3)=[CH:18][CH:17]=2)[C:9]=1[C:10]([OH:12])=[O:11])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 178468945HCID 178468945, compound

Product 1

HCID 178503664HCID 178503664, compoundYield 75.7%

Procedure

A mixture of 217 mg of ethyl 4-(1-hydroxy-1-methylethyl)-2-methylthiomethyl-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate [prepared as described in Example 102(e)] and 3.2 ml of a 0.5N aqueous solution of sodium hydroxide was stirred at room temperature for 1 hour. At the end of this time, the insoluble matter was filtered off, and the filtrate was mixed with 1.6 ml of a 1N aqueous solution of hydrochloric acid. The amorphous powder which had precipitated was collected by filtration, to give 155 mg of the title compound, melting at 172°-181° C. (with softening).

Workup

  1. filtrationAt the end of this time, the insoluble matter was filtered off
  2. additionthe filtrate was mixed with 1.6 ml of a 1N aqueous solution of hydrochloric acid
  3. customThe amorphous powder which had precipitated
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-1b8395ce7d694bb6a4a86d267c52b8f2
Source dataset
uspto-grants-1997_04
Patent number
US05616599

Reaction notes

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