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

HRID 2102334Notes

Reaction equation

HRID 2102334 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-4c59d53826b045b981c7eea6d1564bd5
Source dataset
uspto-grants-2009_08
Patent number
US07576063B2

Reaction notes

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