HCID 11132296, compound → HCID 21060843, compound

HRID 1241703Notes

Reaction equation

HRID 1241703 reaction equation
[CH3:1][O:2][C:3](=[O:28])/[CH:4]=[CH:5]/[C:6]1[CH:11]=[CH:10][C:9]2=[N:12][C:13]3[C:26]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[N:20]([CH3:27])[C:19]4[C:14]=3[C:15]([CH:16]=[CH:17][CH:18]=4)=[C:8]2[CH:7]=1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]2=[N:12][C:13]3[C:26]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[N:20]([CH3:27])[C:19]4[C:14]=3[C:15]([CH:16]=[CH:17][CH:18]=4)=[C:8]2[CH:7]=1

Participants

5

Reactant 2

HCID 11132296HCID 11132296, compound2×HCID 178418361HCID 178418361, compound

Product 1

HCID 21060843HCID 21060843, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

(Method N) (E)-3-(8-Methyl-8H-quino[4,3,2-kl]acridin-3-yl)-acrylic acid methyl ester, 40 (50 mg, 0.14 mmol) was suspended in ethyl acetate (150 mL) and shaken under pressure of hydrogen (40 psi) with 10% palladium on carbon (100 mg) for 2 days. The mixture was filtered through celite, the solvent evaporated under reduced pressure, the product adsorbed onto silica and purified by column chromatography (1:4 EtOAc:hexane) to give the title compound (36 mg, 0.098 mmol, 70%).

Workup

  1. filtrationThe mixture was filtered through celite
  2. customthe solvent evaporated under reduced pressure
  3. custompurified by column chromatography (1:4 EtOAc:hexane)

Sources & evidence

ORD record
ord-da6e7eaf5f794842b761424d6cd35e8f
Source dataset
uspto-grants-2006_10
Patent number
US07115619B2

Reaction notes

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