Hydrochloric Acid → HCID 178441654, compound

HRID 52899Notes

Reaction equation

HRID 52899 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]3[NH:34][N:33]=[N:32][N:31]=3)=[CH:20][CH:19]=2)[C:7]([C:15]#N)=[C:8]([C:10]([OH:14])([CH3:13])[CH2:11][CH3:12])[N:9]=1)[CH2:2][CH2:3][CH3:4].[OH2:35].[OH-:36].[Li+].Cl>O>[CH2:1]([C:5]1[N:6]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]3[NH:34][N:33]=[N:32][N:31]=3)=[CH:20][CH:19]=2)[C:7]([C:15]([OH:36])=[O:35])=[C:8]([C:10]([OH:14])([CH3:13])[CH2:11][CH3:12])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 178441652HCID 178441652, compound

Product 1

HCID 178441654HCID 178441654, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 360 mg of 2-butyl-5-cyano-4-(1-hydroxy-1-methylpropyl)-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole [prepared as described in step (b) above], 266 mg of lithium hydroxide monohydrate and 3.6 ml of water was stirred in an oil bath kept at 115° C. for 16 hours. At the end of this time, the reaction mixture was cooled and 6.4 ml of 1N aqueous hydrochloric acid were added to the mixture, whilst ice-cooling. The crystals which precipitated were collected by filtration, to give 302 mg of the title compound, melting at 152°-154° C.

Workup

  1. temperatureAt the end of this time, the reaction mixture was cooled
  2. temperaturecooling
  3. customThe crystals which precipitated
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-075370b2b1304a22a86a447c451205e6
Source dataset
uspto-grants-1997_04
Patent number
US05616599

Reaction notes

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