1-(3-fluorobenzyl)-5-nitro-1H-indazole → 1-(3-Fluorobenzyl)-1H-indazol-5-amine

HRID 38511

Reaction equation

HRID 38511 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([N+:15]([O-])=O)=[CH:12][CH:13]=2)[CH:8]=[N:7]1>C(O)C.[Pd]>[F:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([NH2:15])=[CH:12][CH:13]=2)[CH:8]=[N:7]1

Participants

4

Reactant 1

HCID 219664901-(3-fluorobenzyl)-5-nitro-1H-indazole

Product 1

HCID 71470731-(3-Fluorobenzyl)-1H-indazol-5-amineYield 64.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-(3-Fluorobenzyl)-5-nitro-1H-indazole from Example 7A (500 mg) was dissolved in ethanol (40 mL) and was hydrogenated in an H-Cube™ (room temperature, 1 bar, 1 mL/min, 10% Pd/C catalyst). After removal of the solvent and trituration with tert-butyl methyl ether, 287 mg (64%) of the title compound were obtained.

Workup

  1. customAfter removal of the solvent and trituration with tert-butyl methyl ether

Sources & evidence

ORD record
ord-f7559777ac2d4ab590349e2063f27828
Source dataset
uspto-grants-2013_09
Patent number
US08524722B2

Linked notes

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