HCID 135472722, compound → HCID 178422329, compound

HRID 2300795Notes

Reaction equation

HRID 2300795 reaction equation
[CH3:1][C:2]1[C:3]([N+:11]([O-])=O)=[CH:4][C:5]2[NH:9][CH:8]=[N:7][C:6]=2[CH:10]=1>C1COCC1.[Pd]>[NH2:11][C:3]1[C:2]([CH3:1])=[CH:10][C:6]2[N:7]=[CH:8][NH:9][C:5]=2[CH:4]=1

Participants

4

Reactant 1

HCID 135472722HCID 135472722, compound

Product 1

HCID 178422329HCID 178422329, compoundYield 92.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 6-Methyl-5-nitrobenzimidazole (300 mg) in THF (35 mL) was added 10% Pd/C (100 mg). The flask was evacuated and charged with H2 several times. The mixture was stirred under a balloon of H2. After 24 h the flask was purged with N2. The catalyst was filtered off and washed with THF. The solvent was removed under reduced pressure giving 230 mg of the title compound.

Workup

  1. customThe flask was evacuated
  2. additioncharged with H2 several times
  3. customAfter 24 h the flask was purged with N2
  4. filtrationThe catalyst was filtered off
  5. washwashed with THF
  6. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-56e6aa633c1740f8b7ce648b06ff0fdd
Source dataset
uspto-grants-2002_12
Patent number
US06498165B1

Reaction notes

Loading…