HCID 69742655, compound → HCID 69744073, compound

HRID 351599Notes

Reaction equation

HRID 351599 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH2:6][N:7]2[CH:16]=[CH:15][C:9]3[CH:10]=[CH:11][CH:12]=[C:13]([CH:14]=1)[C:8]2=3)=[O:4].[H][H]>[Pd].O1CCCC1>[CH3:1][O:2][C:3]([CH:5]1[CH2:14][C:13]2[C:8]3=[C:9]([CH:15]=[CH:16][N:7]3[CH2:6]1)[CH:10]=[CH:11][CH:12]=2)=[O:4]

Participants

5

Reactant 2

HCID 69742655HCID 69742655, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 69744073HCID 69744073, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 8028TetrahydrofuranSolvent

Procedure

4H-Pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid methyl ester (10.9 g, 51.1 mmol) and palladium on carbon (5%, 1.1 g) were taken into tetrahydrofuran (300 mL), and the mixture was stirred under 60 psi of hydrogen at room temperature for 8 hours. Additional palladium on carbon (5%, 0.6 g) was added, and the mixture stirred under 60 psi of hydrogen for another 15 hours. Filtration and concentration of filtrate gave the desired compound.

Workup

  1. filtrationFiltration and concentration of filtrate

Sources & evidence

ORD record
ord-6e4d99f99aea41ee877ee429f1882cf9
Source dataset
uspto-grants-2004_06
Patent number
US06743785B2

Reaction notes

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