Sodium borohydride → HCID 11513907, compound

HRID 353779Notes

Reaction equation

HRID 353779 reaction equation
C([O:3][C:4](=O)[C:5]([N:8]1[C:16]2[C:11](=[N:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[CH:9]1)([CH3:7])[CH3:6])C.[BH4-].[Na+]>C(O)C>[N:8]1([C:5]([CH3:7])([CH3:6])[CH2:4][OH:3])[C:16]2[C:11](=[N:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[CH:9]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 11550420HCID 11550420, compound

Product 1

HCID 11513907HCID 11513907, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-Imidazo[4,5-b]pyridin-1-yl-2-methyl-propionic acid ethyl ester (1 eq) in ethanol was added sodium borohydride (4 eq) at room temperature. The reaction mixture was left stirring at room temperature overnight and then quenched by addition of H2O. Once the reaction solvent was removed in vacuo, the residue was dissolved in dichloromethane, washed with NaCl(sat), dried over sodium sulfate, filtered and concentrated to give compound 2-Imidazo[4,5-b]pyridin-1-yl-2-methyl-propan-1-ol (92%) MH+(192).

Workup

  1. waitThe reaction mixture was left
  2. customquenched by addition of H2O
  3. customOnce the reaction solvent was removed in vacuo
  4. dissolutionthe residue was dissolved in dichloromethane
  5. washwashed with NaCl(sat)
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-0f3f5e12b09e435ea10d7fb75a371d56
Source dataset
uspto-grants-2004_06
Patent number
US06756359B2

Reaction notes

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