HCID 21190246, compound → HCID 21190194, compound

HRID 619522Notes

Reaction equation

HRID 619522 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-4de1784a9f9c47829d793b1dae00aa05
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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