HCID 23079541, compound → 3-Benzyloxy-5-bromo-4-formyl-1-isopropyl-1H-pyrazole

HRID 1365048Notes

Reaction equation

HRID 1365048 reaction equation
[CH2:1]([O:8][C:9]1[C:13]([CH2:14][OH:15])=[C:12]([Br:16])[N:11]([CH:17]([CH3:19])[CH3:18])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.[O-2].[O-2].[Mn+4]>[CH2:1]([O:8][C:9]1[C:13]([CH:14]=[O:15])=[C:12]([Br:16])[N:11]([CH:17]([CH3:19])[CH3:18])[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 23079541HCID 23079541, compound

Product 1

HCID 230795443-Benzyloxy-5-bromo-4-formyl-1-isopropyl-1H-pyrazoleYield 90.6%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

3-Benzyloxy-5-bromo-4-hydroxymethyl-1-isopropyl-1H-pyrazole (3.0 g) was dissolved in dichloromethane (30 mL), and manganese dioxide (4 g) was added to the stirred solution at room temperature. The mixture was stirred at 50° C. for 1 hour. After the insoluble material was removed by filtration, the filtrate was concentrated under reduced pressure to give the title compound (2.7 g).

Workup

  1. customAfter the insoluble material was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-73019fcc02c2490abb30309ac51904c8
Source dataset
uspto-grants-2011_02
Patent number
US07888487B2

Reaction notes

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