Sodium borohydride → HCID 21163070, compound

HRID 1278211Notes

Reaction equation

HRID 1278211 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:12]3[N:13]=[CH:14][C:15]([CH:16]=[O:17])=[C:11]3[N:10]=[CH:9][CH:8]=2)[CH:2]=1.[BH4-].[Na+]>CO>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:12]3[N:13]=[CH:14][C:15]([CH2:16][OH:17])=[C:11]3[N:10]=[CH:9][CH:8]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 21163078HCID 21163078, compound

Product 1

HCID 21163070HCID 21163070, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2.0 g. of 7-(3-pyridyl)pyrazolo[1,5-a]-pyrimidine-3-carboxaldehyde and 0.35 g. of sodium borohydride in 100 ml. of methanol is stirred for 16 hours. The mixture is concentrated to dryness in vacuo and dichloromethane is added. The solution is washed with saturated sodium bicarbonate and passed through a column of hydrous magnesium silicate. The eluent is concentrated and diluted with hexane to give the product of the example.

Workup

  1. additionA mixture of 2.0 g
  2. concentrationThe mixture is concentrated to dryness in vacuo and dichloromethane
  3. additionis added
  4. washThe solution is washed with saturated sodium bicarbonate
  5. concentrationThe eluent is concentrated
  6. additiondiluted with hexane
  7. customto give the product of the example

Sources & evidence

ORD record
ord-d8dab2706e6a4c42ad1893aae81e8fd3
Source dataset
uspto-grants-1981_07
Patent number
US04281000

Reaction notes

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