HCID 178418361, compound → HCID 178498877, compound

HRID 1509055Notes

Reaction equation

HRID 1509055 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]2[NH:12][CH:13]=[C:14]([C:16]([O:18][CH3:19])=[O:17])[N:15]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pd].CCO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]2[NH:12][CH:13]=[C:14]([C:16]([O:18][CH3:19])=[O:17])[N:15]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178498878HCID 178498878, compound

Product 1

HCID 178498877HCID 178498877, compoundYield 91.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A 100-mL round bottomed flask was charged with methyl 2-[(4-nitrophenyl)methyl]-1H-imidazole-4-carboxylate (220 mg, 0.84 mmol), Pd/C (270 mg, 10 wt %, 0.255 mmol, 0.3 eq.) and EtOH (24 ml). The mixture was stirred under 1 atmosphere of hydrogen overnight. The insoluble material was removed by filtration and the organics was evaporated under reduced pressure to dryness to afford the title compound (177 mg, 91% yield). The product thus obtained was forwarded to the next step without any further purification.

Workup

  1. customThe insoluble material was removed by filtration
  2. customthe organics was evaporated under reduced pressure to dryness

Sources & evidence

ORD record
ord-7e5f5190f76f4f1bbb885369491f861b
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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