HCID 178526570, compound → HCID 178507471, compound

HRID 1912196Notes

Reaction equation

HRID 1912196 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:14][N:13]=[N:12][N:11]=2)=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH:14]1[C:10]([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)=[N:11][N:12]=[N:13]1

Participants

4

Reactant 1

HCID 178526570HCID 178526570, compound

Product 1

HCID 178507471HCID 178507471, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 5-(4-nitro-phenyl)-1H-tetrazole (1.0 g, 5.2 mmol) in MeOH (30 mL) was added 10 wt % Pd/C (0.1 equiv by wt) under argon atmosphere. The mixture was evacuated, refilled with hydrogen (3 cycles) and stirred at room temperature for 1.5 h. The heterogeneous reaction mixture was filtered through a pad of Celite, washed with MeOH and concentrated in vacuo. The crude amino-compound was used in the next step without purification. MS (ES+): m/z 162 (M+H)+.

Workup

  1. customThe mixture was evacuated
  2. additionrefilled with hydrogen (3 cycles)
  3. filtrationThe heterogeneous reaction mixture was filtered through a pad of Celite
  4. washwashed with MeOH
  5. concentrationconcentrated in vacuo
  6. customThe crude amino-compound was used in the next step without purification

Sources & evidence

ORD record
ord-106fa6c661d34e329e710e143b0ddfe9
Source dataset
uspto-grants-2013_12
Patent number
US08604042B2

Reaction notes

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