1H-Indazole → 5-isopropyl-1H-indazole

HRID 246765Notes

Reaction equation

HRID 246765 reaction equation
[CH2:1]=[C:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[CH:7]2)[CH3:3].N1C2C(=CC=CC=2)C=N1>CO.[Pd]>[CH:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[CH:7]2)([CH3:3])[CH3:1]

Participants

5

Reactant 2

HCID 92211H-IndazoleHCID 866780175-(prop-1-en-2-yl)-1H-indazole

Product 1

HCID 213385035-isopropyl-1H-indazole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A 2:3 mixture of 5-(prop-1-en-2-yl)-1H-indazole and 1H-indazole (0.9 g), 10% Pd/C (0.2 g) in 150 mL of methanol was stirred at room temperature under H2 balloon for 3 hours. Pd/C was filtered off and the filtrate was concentrated under reduced pressure to give crude 5-isopropyl-1H-indazole (0.85 g) as an oil. LCMS: (M+H)+=161.

Workup

  1. filtrationPd/C was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d5f6ba35232842419c53522cde50bbfc
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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