1-Benzyl-3-(5-hydroxymethylfur-2-yl)indazole → HCID 11312687, compound

HRID 1594265Notes

Reaction equation

HRID 1594265 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[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>C(Cl)(Cl)(Cl)Cl.[O-2].[Mn+4].[O-2]>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[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

Participants

4

Reactant 1

HCID 57121-Benzyl-3-(5-hydroxymethylfur-2-yl)indazole

Product 1

HCID 11312687HCID 11312687, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 5943Carbon TetrachlorideSolvent

Procedure

7.7 g (25.3 mmol) of 1-benzyl-3-(5-hydroxymethyl-2-furyl)indazole and 11 g (126.5 mmol) of activated manganese(IV) oxide in 200 ml of dry carbon tetrachloride were stirred under reflux for 4.5 h. For work-up, the mixture was filtered off with suction and the filtrate was washed with water, dried and concentrated using a rotary evaporator. The crude product was recrystallized from isopropanol. This gave 4.8 g (63%) of the title compound. m.p.: 108° C.

Workup

  1. temperatureunder reflux for 4.5 h
  2. filtrationFor work-up, the mixture was filtered off with suction
  3. washthe filtrate was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customa rotary evaporator
  7. customThe crude product was recrystallized from isopropanol

Sources & evidence

ORD record
ord-38e76d62ab314d709e59cbefb751878a
Source dataset
uspto-grants-2007_11
Patent number
US07300950B2

Reaction notes

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