5-Nitroindazole → HCID 90308718, compound

HRID 2283720Notes

Reaction equation

HRID 2283720 reaction equation
[F:1][CH:2]([F:15])[N:3]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([N+:12]([O-])=O)=[CH:9]2)=[N:4]1.[N+](C1C=C2C(=CC=1)NN=C2)([O-])=O>[Pd].C(OCC)(=O)C>[F:15][CH:2]([F:1])[N:3]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([NH2:12])=[CH:9]2)=[N:4]1

Participants

5

Reactant 2

HCID 215015-NitroindazoleHCID 2117517HCID 2117517, compound

Product 1

HCID 90308718HCID 90308718, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

In accordance with Example 62 (Step 1), ethyl acetate (20 mL) was added to 2-(difluoromethyl)-5-nitro-2H-indazole (429 mg) obtained by using 5-nitro-1H-indazole instead of 5-bromo-7-methyl-1H-indazole. Thereafter, 10% palladium on carbon (300 mg) was added, and the reaction solution was stirred under hydrogen atmosphere at room temperature for 4 hours. The insolubles were filtrated, and then the solvent was evaporated under vacuum to obtain 2-(difluoromethyl)-2H-indazol-5-amine as a white solid.

Workup

  1. customobtained
  2. filtrationThe insolubles were filtrated
  3. customthe solvent was evaporated under vacuum

Sources & evidence

ORD record
ord-25e695f38248402f8f74dd9be87f274a
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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