Sodium borohydride → HCID 22480368, compound

HRID 2182518Notes

Reaction equation

HRID 2182518 reaction equation
[CH2:1]([N:8]1[C:12]([C:13]([F:16])([F:15])[F:14])=[CH:11][C:10]([C:17]2[O:18][C:19]([CH:22]=[O:23])=[CH:20][CH:21]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[CH2:1]([N:8]1[C:12]([C:13]([F:15])([F:16])[F:14])=[CH:11][C:10]([C:17]2[O:18][C:19]([CH2:22][OH:23])=[CH:20][CH:21]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 22480372HCID 22480372, compound

Product 1

HCID 22480368HCID 22480368, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3 g (9.36 mmol) of 1-benzyl-3-(5-formyl-2-furyl)-5-trifluoromethylpyrazole were dissolved in 80 ml of methanol, 0.35 g (9.36 mmol) of sodium borohydride were added in portions and the mixture was stirred at RT for 1 h. The mixture was subsequently concentrated, the residue was admixed with water and methylene chloride, the methylene chloride phase was separated off, dried and concentrated and the residue was chromatographed over silica gel using dichloromethane. This gave 1.6 g (53%) of the title compound.

Workup

  1. concentrationThe mixture was subsequently concentrated
  2. customthe methylene chloride phase was separated off
  3. customdried
  4. concentrationconcentrated
  5. customthe residue was chromatographed over silica gel

Sources & evidence

ORD record
ord-df5116ee8d454f7187fd67d220ff038f
Source dataset
uspto-grants-2005_05
Patent number
US06897232B2

Reaction notes

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