Sodium borohydride → HCID 19349445, compound

HRID 2107778Notes

Reaction equation

HRID 2107778 reaction equation
[BH4-].[Na+].[O:3]=[C:4]([CH3:25])[C:5]([C:8]1[CH:9]=[C:10]([C:20]([CH3:24])([CH3:23])[C:21]#[N:22])[CH:11]=[C:12]([CH2:14][N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[CH:13]=1)([CH3:7])[CH3:6]>C(O)C.O>[OH:3][CH:4]([CH3:25])[C:5]([C:8]1[CH:9]=[C:10]([C:20]([CH3:24])([CH3:23])[C:21]#[N:22])[CH:11]=[C:12]([CH2:14][N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[CH:13]=1)([CH3:7])[CH3:6]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 19349399HCID 19349399, compound

Product 1

HCID 19349445HCID 19349445, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Sodium borohydride (20 mg) was added to a solution of 2-[3-(2-oxo-1,1-dimethylpropyl)-5-(1H-1,2,4-triazol-1-ylmethyl)phenyl]-2-methylpropiononitrile (prepared as described in Example 2--40 mg) in ethanol (2 ml) and the mixture was stirred at room temperature for 18 h. The mixture was diluted with water and extracted with ethyl acetate, and the extract was dried and evaporated to dryness under reduced pressure. The residue was purified by flash chromatography, using methanol (1% by volume) in ethyl acetate as eluant, to give 2-[3-(2-hydroxy-1,1-dimethylpropyl)-5-(1H-1,2,4-triazol-1-yl-methyl)phenyl]-2-methylpropiononitrile, mp 83°-84°.

Workup

  1. extractionextracted with ethyl acetate
  2. customthe extract was dried
  3. customevaporated to dryness under reduced pressure
  4. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-6cc54f724e3d470c97106a528b2c1e84
Source dataset
uspto-grants-1990_06
Patent number
US04935437

Reaction notes

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