Water → HCID 57301438, compound

HRID 582587Notes

Reaction equation

HRID 582587 reaction equation
Br[CH2:2][C:3]([OH:5])=[O:4].[H-].[Na+].[C:8]([C:10]1[CH:23]=[CH:22][C:13]([CH2:14][N:15]2[C:19]([CH2:20][OH:21])=[CH:18][N:17]=[CH:16]2)=[CH:12][CH:11]=1)#[N:9].O>C1COCC1.CCOC(C)=O>[C:8]([C:10]1[CH:23]=[CH:22][C:13]([CH2:14][N:15]2[C:19]([CH2:20][O:21][CH2:2][C:3]([OH:5])=[O:4])=[CH:18][N:17]=[CH:16]2)=[CH:12][CH:11]=1)#[N:9]

Participants

7

Reactant 4

HCID 962WaterHCID 6227Bromoacetic AcidHCID 24758Sodium hydrideHCID 101982471-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazole

Product 1

HCID 57301438HCID 57301438, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2-bromoacetic acid in THF at room temperature is treated with excess sodium hydride for 15 minutes. To this mixture is added 1-(4-cyanobenzyl)-5-(hydroxymethyl)imidazole (Example 1) and the mixture is then heated. Upon cooling, the mixture is poured into H2O and EtOAc, extracted with EtOAc (3×), washed with brine, dried (MgSO4), filtered and evaporated to give the desired compound.

Workup

  1. temperaturethe mixture is then heated
  2. temperatureUpon cooling
  3. extractionextracted with EtOAc (3×)
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-900af917119e40ff9fa8682be508a310
Source dataset
uspto-grants-1999_07
Patent number
US05925651

Reaction notes

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