Sodium borohydride → HCID 22181665, compound

HRID 1796319Notes

Reaction equation

HRID 1796319 reaction equation
[Br:1][C:2]1[N:6]([CH2:7][CH3:8])[C:5]([CH:9]=[O:10])=[N:4][C:3]=1[CH3:11].[BH4-].[Na+]>CO>[Br:1][C:2]1[N:6]([CH2:7][CH3:8])[C:5]([CH2:9][OH:10])=[N:4][C:3]=1[CH3:11]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 22181645HCID 22181645, compound

Product 1

HCID 22181665HCID 22181665, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 87 mg (0.4 mmol) 5-bromo-1-ethyl-4-methyl-1H-imidazole-2-carbaldehyde in 5 ml of MeOH is added 46 mg (1.2 mmol) of NaBH4. The mixture is stirred at room temperature for 3 hours and the solvent is removed in vacuo. The residue is dissolved in 15 ml of EtOAc and washed with 10 ml of water and 10 ml of brine. The organic phase is dried (Na2SO4), filtered and evaporated. This clear oil is used in next step without further purification. MS m/z (M+1)+ 219.

Workup

  1. customthe solvent is removed in vacuo
  2. dissolutionThe residue is dissolved in 15 ml of EtOAc
  3. washwashed with 10 ml of water and 10 ml of brine
  4. dry with materialThe organic phase is dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThis clear oil is used in next step without further purification

Sources & evidence

ORD record
ord-58d3bc35a0ac4b44ac7e0a149a1ecf9c
Source dataset
uspto-grants-2006_04
Patent number
US07030144B2

Reaction notes

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