Sodium borohydride → HCID 13072124, compound

HRID 986467Notes

Reaction equation

HRID 986467 reaction equation
[BH4-].[Na+].[N:3]1[CH:8]=[C:7]([C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])=[O:10])[CH:6]=[N:5][CH:4]=1>O.CO>[OH:10][CH:9]([C:7]1[CH:6]=[N:5][CH:4]=[N:3][CH:8]=1)[C:11]([CH3:14])([CH3:12])[CH3:13]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 136456502,2-Dimethyl-1-(pyrimidin-5-yl)propan-1-one

Product 1

HCID 13072124HCID 13072124, compoundYield 95.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1.27 g (0.034 mole) of sodium borohydride in 10 ml of water are added to 16.4 g (0.1 mole) of tert.-butyl 5-pyrimidinyl ketone in 100 ml of methanol at room temperature. The reaction mixture is stirred at room temperature for 1 hour and concentrated in vacuo, the residue is distilled in methylene chloride and the solution is concentrated again in vacuo. 15.8 g (95% of theory) of 5-(1-hydroxy-2,2-dimethyl-propyl)-pyrimidine of melting point 93°-95° C. are obtained.

Workup

  1. concentrationconcentrated in vacuo
  2. distillationthe residue is distilled in methylene chloride
  3. concentrationthe solution is concentrated again in vacuo

Sources & evidence

ORD record
ord-61b175390f5b460dae3eba92d2436d36
Source dataset
uspto-grants-1987_12
Patent number
US04713456

Reaction notes

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