Sodium borohydride → HCID 67231369, compound

HRID 2035559Notes

Reaction equation

HRID 2035559 reaction equation
[BH4-].[Na+].[Si:3]([O:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[N:19]=[C:18]([C:21]1[N:25]3[CH:26]=[CH:27][C:28]([CH:30]=[O:31])=[CH:29][C:24]3=[N:23][N:22]=1)[CH:17]=[CH:16]2)([C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:5])[CH3:4]>CO>[Si:3]([O:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[N:19]=[C:18]([C:21]1[N:25]3[CH:26]=[CH:27][C:28]([CH2:30][OH:31])=[CH:29][C:24]3=[N:23][N:22]=1)[CH:17]=[CH:16]2)([C:6]([CH3:7])([CH3:8])[CH3:9])([CH3:4])[CH3:5]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86654356HCID 86654356, compound

Product 1

HCID 67231369HCID 67231369, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

NaBH4 (0.124 g, 3.28 mmol was added to a solution of 3-(8-(tert-butyldimethylsilyloxy)quinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridine-7-carbaldehyde (1.328 g, 3.283 mmol) in MeOH (20 mL) at 0° C. The cold bath was removed and the reaction allowed to warm to ambient temperature over 1 hour. HCl was added and the solution was concentrated. The residue was triturated with DCM. The resulting solid was filtered and concentrated to provide the crude product.

Workup

  1. customThe cold bath was removed
  2. additionHCl was added
  3. concentrationthe solution was concentrated
  4. customThe residue was triturated with DCM
  5. filtrationThe resulting solid was filtered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-c207454900d749a19bf02ab6e8cb2801
Source dataset
uspto-grants-2013_11
Patent number
US08575145B2

Reaction notes

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