HCID 54446811, compound → HCID 19769827, compound

HRID 1723301Notes

Reaction equation

HRID 1723301 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:14]=1[N:13]([CH3:15])[C:12]1[CH2:11][CH2:10][C:9](=[CH:16][C:17]3[N:18]=[CH:19][NH:20][C:21]=3[CH3:22])[C:8](=[O:23])[C:7]2=1.[H][H]>C(O)C.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:14]=1[N:13]([CH3:15])[C:12]1[CH2:11][CH2:10][CH:9]([CH2:16][C:17]3[N:18]=[CH:19][NH:20][C:21]=3[CH3:22])[C:8](=[O:23])[C:7]2=1

Participants

5

Reactant 2

HCID 54446811HCID 54446811, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19769827HCID 19769827, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

8-Fluoro-1,2,3,9-tetrahydro-9-methyl-3-[(5-methyl-1H-imidazol-4-yl)methylene]-4H-carbazol-4-one (1.5 g) was dissolved in ethanol (50 ml) and added to a suspension of 5% palladium on charcoal (200 mg) in ethanol (ca. 50 ml), and the resulting mixture was hydrogenated at room temperature and atmospheric pressure until hydrogen uptake had ceased. The mixture was filtered, and the filtrate was evaporated in vacuo to give the title compound (1.5 g), m.p. 189°-191° (decomp.), t.l.c. (System A 100:8:1), Rf 0.43.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationThe mixture was filtered
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-804922f3059540ce9b54b3c577a44e9c
Source dataset
uspto-grants-1989_08
Patent number
US04859662

Reaction notes

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