N-[2-(1-Benzyl-1H-tetrazol-5-yl)-3-methylphenyl]-benzenesulfonamide → HCID 178425663, compound

HRID 631869Notes

Reaction equation

HRID 631869 reaction equation
C([N:8]1[C:12]([C:13]2[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=2[NH:20][S:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)(=[O:23])=[O:22])=[N:11][N:10]=[N:9]1)C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:19][C:18]1[C:13]([C:12]2[NH:8][N:9]=[N:10][N:11]=2)=[C:14]([NH:20][S:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)(=[O:23])=[O:22])[CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 2

HCID 68296407N-[2-(1-Benzyl-1H-tetrazol-5-yl)-3-methylphenyl]-benzenesulfonamide2×HCID 178418361HCID 178418361, compound

Product 1

HCID 178425663HCID 178425663, compoundYield 205.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

N-[2-(1-Benzyl-1H-tetrazol-5-yl)-3-methylphenyl]-benzenesulfonamide (Intermediate 15, 0.05 g) was dissolved in ethyl acetate (10 mL) under a nitrogen atmosphere. Palladium on carbon (10%, 0.02 g) was added and the nitrogen atmosphere was replaced by hydrogen. The mixture was stirred for 7 days and then filtered through celite and the solvent was removed by evaporation under vacuum. The residue was purified by preparative HPLC (C18). The fractions containing the desired product were combined, and the solvent was removed by evaporation to give the title compound as a white solid (0.08 g).

Workup

  1. filtrationfiltered through celite
  2. customthe solvent was removed by evaporation under vacuum
  3. customThe residue was purified by preparative HPLC (C18)
  4. additionThe fractions containing the desired product
  5. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-7a9862ae3bd248a8bc9dcdde75e4bf02
Source dataset
uspto-grants-2016_04
Patent number
US09321740B2

Reaction notes

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