Dimethylformamide → HCID 18008903, compound

HRID 987491Notes

Reaction equation

HRID 987491 reaction equation
[CH2:1]([O:3][C:4]1[C:5]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[N:6][C:7]2[C:12]([N:13]=1)=[CH:11][C:10]([N+:14]([O-])=O)=[C:9]([N:17]1[CH:21]=[C:20]([CH2:22][OH:23])[N:19]=[CH:18]1)[CH:8]=2)[CH3:2].CN(C)C=O>C(O)C.[Pd]>[NH2:14][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][C:9]=1[N:17]1[CH:21]=[C:20]([CH2:22][OH:23])[N:19]=[CH:18]1)[N:6]=[C:5]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:4]([O:3][CH2:1][CH3:2])=[N:13]2

Participants

5

Reactant 2

HCID 6228DimethylformamideHCID 18008915HCID 18008915, compound

Product 1

HCID 18008903HCID 18008903, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 3-ethoxy-7-(4-(hydroxymethyl)imidazole-1-yl)-6-nitroquinoxaline-2-carboxylate&Asteriskpseud;A (2.00 g, 5.16 mmol) in ethanol (200 ml) was added 10% palladium on carbon (200 mg), and the mixture was stirred for 4 hours at room temperature under hydrogen atmosphere (4 atm, 392 KPa). After completion of reaction, N,N-dimethylformamide was added to the reaction mixture to dissolve the precipitated crystals and then catalyst was filtered off using celite. By distilling off solvent, 1.89 g of title compound were obtained as yellow powder. The yield was quantitative.

Workup

  1. additionwas added to the reaction mixture
  2. dissolutionto dissolve the precipitated crystals
  3. filtrationcatalyst was filtered off
  4. distillationBy distilling off solvent

Sources & evidence

ORD record
ord-c3e3d60b0e3443b6824d4c17c860d13c
Source dataset
uspto-grants-2003_10
Patent number
US06632813B1

Reaction notes

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