Ammonium Chloride → (4-iodo-2,5-dimethylpyrazol-3-yl)methanol

HRID 238389Notes

Reaction equation

HRID 238389 reaction equation
[BH4-].[Na+].[I:3][C:4]1[C:5]([CH3:12])=[N:6][N:7]([CH3:11])[C:8]=1[CH:9]=[O:10].[Cl-].[NH4+]>CO>[I:3][C:4]1[C:5]([CH3:12])=[N:6][N:7]([CH3:11])[C:8]=1[CH2:9][OH:10]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 867622761356998-16-7

Product 1

HCID 71307692(4-iodo-2,5-dimethylpyrazol-3-yl)methanolYield 37.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (45 mg) was added to a methanol (10 mL) solution of 4-iodo-1,3-dimethyl-1H-pyrazol-5-carbaldehyde (200 mg) at a room temperature, and the obtained solution was then stirred for 3 hour. Thereafter, a saturated ammonium chloride aqueous solution was added to the reaction solution, and the obtained mixture was then extracted with ethyl acetate. The organic layer was washed with water, and was then dried over anhydrous sodium sulfate, followed by vacuum concentration, so as to obtain the title compound (75 mg) in the form of a light yellow solid.

Workup

  1. extractionthe obtained mixture was then extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialwas then dried over anhydrous sodium sulfate
  4. concentrationfollowed by vacuum concentration

Sources & evidence

ORD record
ord-3a71748bba6d4bc29d8a9a9b620d3aca
Source dataset
uspto-grants-2014_02
Patent number
US08642626B2

Reaction notes

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