HCID 68296440, compound → 2-(1-Benzyl-1H-tetrazol-5-yl)-3-methylphenylamine

HRID 631884Notes

Reaction equation

HRID 631884 reaction equation
[CH2:1]([N:8]1[C:12]([C:13]2[C:18]([N+:19]([O-])=O)=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:22])=[N:11][N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C(OCC)(=O)C.[Pd]>[CH2:1]([N:8]1[C:12]([C:13]2[C:14]([CH3:22])=[CH:15][CH:16]=[CH:17][C:18]=2[NH2:19])=[N:11][N:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 68296440HCID 68296440, compound2×HCID 178418361HCID 178418361, compound

Product 1

HCID 613540742-(1-Benzyl-1H-tetrazol-5-yl)-3-methylphenylamineYield 100.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1-Benzyl-5-(2-methyl-6-nitrophenyl)-1H-tetrazole (Intermediate 17, 0.1 g) was dissolved in ethyl acetate (20 mL) under a nitrogen atmosphere. Palladium on carbon (10%, 0.1 g) was added and the nitrogen atmosphere was replaced by hydrogen. The mixture was stirred for 4 hours and then filtered through celite. The solvent was removed by evaporation under vacuum to give the title compound as a white solid (0.09 g).

Workup

  1. filtrationfiltered through celite
  2. customThe solvent was removed by evaporation under vacuum

Sources & evidence

ORD record
ord-6d3fe90a13e44ea8a22bc250d14623b6
Source dataset
uspto-grants-2016_04
Patent number
US09321740B2

Reaction notes

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