Sodium borohydride → HCID 19349445, compound

HRID 1636816Notes

Reaction equation

HRID 1636816 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-f0ebce2c670342a8a2e1fc74fa986310
Source dataset
uspto-grants-2000_03
Patent number
USRE036617

Reaction notes

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