Methyl iodide → HCID 89536434, compound

HRID 2171228Notes

Reaction equation

HRID 2171228 reaction equation
CI.C(=O)([O-])[O-].[K+].[K+].O1CCOC[CH2:10]1.[F:15][C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([N+:25]([O-:27])=[O:26])[CH:23]=2)[NH:18][N:17]=1>C(OCC)(=O)C>[F:15][C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([N+:25]([O-:27])=[O:26])[CH:23]=2)[N:18]([CH3:10])[N:17]=1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 178526494HCID 178526494, compound

Product 1

HCID 89536434HCID 89536434, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

Methyl iodide (41 μl) and potassium carbonate (114 mg) were added to a 1,4-dioxane (2.5 ml) solution containing 3-fluoro-5-nitro-1H-indazole (100 mg), followed by stirring at 100° C. for 2 hours. Ethyl acetate was added to the reaction solution. An insoluble precipitate was removed by filtration, the solvent was distilled away under reduced pressure, and the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 1:1). 3-Fluoro-1-methyl-5-nitro-1H-indazole was thus obtained.

Workup

  1. customAn insoluble precipitate was removed by filtration
  2. distillationthe solvent was distilled away under reduced pressure
  3. customthe obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 1:1)

Sources & evidence

ORD record
ord-7139aee26d184a41b5db27ce97b10da9
Source dataset
uspto-grants-2015_06
Patent number
US09051310B2

Reaction notes

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