HCID 57426194, compound → HCID 57426195, compound

HRID 641396Notes

Reaction equation

HRID 641396 reaction equation
[C:1]([O:5][C:6](=[O:28])[CH2:7][N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[C:16]([N+:17]([O-])=O)[C:11]=2[N:10]([CH2:20][CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])[C:9]1=[O:27])([CH3:4])([CH3:3])[CH3:2]>CCO.CCOC(C)=O.[Pd]>[NH2:17][C:16]1[C:11]2[N:10]([CH2:20][CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])[C:9](=[O:27])[N:8]([CH2:7][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:28])[C:12]=2[CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 1

HCID 57426194HCID 57426194, compound

Product 1

HCID 57426195HCID 57426195, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of methyl 4-[3-(2-tert-butoxy-2-oxoethyl)-7-nitro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]butanoate from Step B (129 mg, 0.33 mmol) and 10% Pd/C (40 mg) in EtOH (30 mL) and EtOAc (15 mL) was stirred under an atmosphere of hydrogen (ca. 1 atm). After 1 h, the reaction was filtered through a Celite pad and concentrated in vacuo to give the title compound. MS: m/z=364 (M+1).

Workup

  1. filtrationthe reaction was filtered through a Celite pad
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bab09c930d224fe2a5ed814dc27ed8b6
Source dataset
uspto-grants-2010_04
Patent number
US07696192B2

Reaction notes

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