HCID 21190246, compound → HCID 21190194, compound

HRID 1068809Notes

Reaction equation

HRID 1068809 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:11]2[C:12]([N+:15]([O-])=O)=[CH:13][N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1)=[O:5])[CH3:2]>C(O)C.[Pd]>[NH2:15][C:12]1[N:11]2[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:7][CH:8]=[CH:9][C:10]2=[N:14][CH:13]=1

Participants

4

Reactant 1

HCID 21190246HCID 21190246, compound

Product 1

HCID 21190194HCID 21190194, compoundYield 43.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2.35 g of 5-ethoxycarbonyl-3-nitroimidazo[1,2-a]pyridine in 100 ml of ethanol was added 10% Pd—C (wet, 470 mg). The mixture was stirred for 110 hours at room temperature under hydrogen atmosphere. The catalyst was filtered off and washed with ethanol. The filtrate and the washing were combined, and the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to afford 891 mg of the desired compound (43.4%, a dark reddish oil).

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with ethanol
  3. distillationthe solvent was distilled off
  4. customThe residue was purified by column chromatography (eluent: ethyl acetate)

Sources & evidence

ORD record
ord-943aadfa6e7b42f9b302d7b240270404
Source dataset
uspto-grants-2001_06
Patent number
US06251905B1

Reaction notes

Loading…