Ethanol → HCID 69021492, compound

HRID 1865070Notes

Reaction equation

HRID 1865070 reaction equation
C(O)C.[CH2:4]([O:6][C:7]([C:9]1[N:10]([CH3:31])[CH:11]=[C:12]([C:29]#[N:30])[C:13]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[N+:26]([O-])=O)=[CH:16][CH:15]=1)=[O:8])[CH3:5].[H][H]>[Pd].C(OCC)(=O)C>[CH2:4]([O:6][C:7]([C:9]1[N:10]([CH3:31])[CH:11]=[C:12]([C:29]#[N:30])[C:13]=1[C:14]1[CH:15]=[CH:16][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[NH2:26])=[CH:18][CH:19]=1)=[O:8])[CH3:5]

Participants

6

Reactant 3

HCID 702EthanolHCID 69019975HCID 69019975, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69021492HCID 69021492, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Add a 1:1 ethanol:ethyl acetate mixture to palladium on carbon (catalytic, 0.30 g) followed by 3(2′-nitro-biphenyl-4-yl)-4-cyano-1-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (3.00 g, 8.30 mmol, prepared in example E-9) with stirring. Subject the reaction to an atmosphere of hydrogen gas. After 18 hours, filter and concentrate under reduced pressure. Purify the residue by flash chromatography eluting with ethyl acetate:hexanes to provide the title compound. Mass spectrum (m/e): 332.1 (M+1).

Workup

  1. filtrationfilter
  2. concentrationconcentrate under reduced pressure
  3. customPurify the residue by flash chromatography
  4. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-4f2f475669dd4e13af5ae574666f447c
Source dataset
uspto-grants-2009_12
Patent number
US07625932B2

Reaction notes

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