Hydrazine → 3-Amino-5-trifluoromethyl-indazole-1-carboxylic acid tert-butylamide

HRID 2089215Notes

Reaction equation

HRID 2089215 reaction equation
[C:1]([NH:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:14][CH:15]=2)[C:10]([N:21]2C(=O)C3C(=CC=CC=3)C2=O)=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].NN>C1COCC1>[C:1]([NH:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([F:20])([F:18])[F:19])=[CH:14][CH:15]=2)[C:10]([NH2:21])=[N:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 585487433-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-trifluoromethyl-indazole-1-carboxylic acid tert-butyl amide

Product 1

HCID 585487953-Amino-5-trifluoromethyl-indazole-1-carboxylic acid tert-butylamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-trifluoromethyl-indazole-1-carboxylic acid tert-butyl amide (1.41 g, 3.28 mmol) in THF (5 mL) was treated with hydrazine (315 mg, 9.84 mmol) at room temperature for 30 min. The solvent was removed and the residue was purified by silica gel column chromatography using 1:1 hexanes and ethyl acetate to afford the title compound as white solid.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-6acb705e342f408694605f7b23dfb70d
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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