Ethanol → HCID 19036298, compound

HRID 265066Notes

Reaction equation

HRID 265066 reaction equation
[OH-:1].[Na+].[C:3]([O:7][C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]2[C:27]([C:28]#[N:29])=[C:26]([CH:30]([OH:33])[CH2:31][CH3:32])[N:25]=[C:24]2[CH2:34][CH2:35][CH2:36][CH3:37])=[CH:18][CH:17]=1)=[O:9])(C)(C)[CH3:4].[CH2:38](O)[CH3:39]>>[CH2:3]([O:7][C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:17]=[CH:18][C:19]([CH2:22][N:23]2[C:27]([C:28]([NH2:29])=[O:1])=[C:26]([CH:30]([OH:33])[CH2:31][CH3:32])[N:25]=[C:24]2[CH2:34][CH2:35][CH2:36][CH3:37])=[CH:20][CH:21]=1)=[O:9])[CH2:4][CH2:38][CH3:39]

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 190362781-[(2'-t-Butoxycarbonylbiphenyl-4-yl)methyl]2-butyl-4-(1-hydroxypropyl)imidazole-5-carbonitrile

Product 1

HCID 19036298HCID 19036298, compound

Procedure

0 ml of a 1N aqueous solution of sodium hydroxide were added to a solution of 368 mg of 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-butyl-4-(1-hydroxypropyl)imidazole-5-carbonitrile [prepared as described in step (b) above] dissolved in 20 ml of ethanol, and the resulting mixture was heated under reflux for 6 hours. At the end of this time, the reaction mixture was worked up in a similar manner to that described in Example 45(c), to afford 316 mg of the title compound as an amorphous solid.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 6 hours

Sources & evidence

ORD record
ord-822392ed3216466cbeb5dd87906265c1
Source dataset
uspto-grants-1997_07
Patent number
US05646171

Reaction notes

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