Sodium borohydride → HCID 59406401, compound

HRID 2060085Notes

Reaction equation

HRID 2060085 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]([CH:16]=[O:17])=[CH:14][CH:13]=[N:12]2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[BH4-].[Na+]>CO>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:15]([CH2:16][OH:17])=[CH:14][CH:13]=[N:12]2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 10868699HCID 10868699, compound

Product 1

HCID 59406401HCID 59406401, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of crude 2-(4-methanesulfonyl-phenyl)-2H-pyrazole-3-carbaldehyde from Part A in methanol (10 mL) was added sodium borohydride (0.15 g, 4 mmol) in one portion. After 30 min at room temperature, the reaction mixture was concentrated and the residue was partitioned between ethyl acetate and water. The organic phase was dried (sodium sulfate) and concentrated affording [2-(4-methanesulfonyl-phenyl)-2H-pyrazol-3-yl]-methanol. The crude material was used without further purification.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customthe residue was partitioned between ethyl acetate and water
  3. dry with materialThe organic phase was dried (sodium sulfate)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-1dec02dd24504aecafed692a95c6f666
Source dataset
uspto-grants-2012_10
Patent number
US08278337B2

Reaction notes

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