Water → N-Methyl-5-(trifluoromethyl)-1H-indazol-3-amine

HRID 1283713Notes

Reaction equation

HRID 1283713 reaction equation
[CH:1]([NH:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13]([F:16])([F:15])[F:14])[CH:11]=2)[NH:6][N:5]=1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>CCOCC>[CH3:1][NH:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13]([F:16])([F:14])[F:15])[CH:11]=2)[NH:6][N:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 21409159N-(5-(trifluoromethyl)-1H-indazol-3-yl)formamide

Product 1

HCID 21991113N-Methyl-5-(trifluoromethyl)-1H-indazol-3-amine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

An ether solution of 3-formylamino-5-trifluoromethylindazole is added to 2.0 g. of lithium aluminum hydride in ether. The resulting mixture is refluxed for 16 hours. Ether is added, followed by water. The mixture is filtered and the filtrate is concentrated. The residue is recrystallized from benzene to give 3-methylamino-5-trifluoromethylindazole.

Workup

  1. temperatureThe resulting mixture is refluxed for 16 hours
  2. filtrationThe mixture is filtered
  3. concentrationthe filtrate is concentrated
  4. customThe residue is recrystallized from benzene

Sources & evidence

ORD record
ord-941196174a0344d18f272d05431f9df5
Source dataset
uspto-grants-1976_08
Patent number
USRE028939

Reaction notes

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