HCID 21190112, compound → HCID 21190179, compound

HRID 619526Notes

Reaction equation

HRID 619526 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:11]2[C:12]([N+:16]([O-])=O)=[C:13]([CH3:15])[N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1)=[O:5])[CH3:2]>CO.[Pd]>[NH2:16][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][C:13]=1[CH3:15]

Participants

4

Reactant 1

HCID 21190112HCID 21190112, compound

Product 1

HCID 21190179HCID 21190179, compoundYield 69.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 300 mg of 5-ethoxycarbonyl-2-methyl-3-nitroimidazo[1,2-a]pyridine in 20 ml of methanol was added 10%Pd-C (wet, 90 mg). The mixture was stirred for two hours at room temperature under hydrogen atmosphere. The catalyst was filtered off and washed with methanol. The filtrate and the washing were combined, and the solvent was filtered off. The residue was purified by column chromatography (eluent: ethyl acetate) to afford 184 mg of the object product (69.7%, an orange solid)

Workup

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

Sources & evidence

ORD record
ord-7a96d8a95fe44c769a77118b3f8906a4
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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