HCID 19369818, compound → HCID 19369812, compound

HRID 849223Notes

Reaction equation

HRID 849223 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([O:21][CH2:22][C:23]([F:29])([F:28])[C:24]([F:27])([F:26])[F:25])[C:14]=3[NH:13][C:12](=O)[C:11]=2[CH2:10][CH2:9]1>C1(OC2C=CC=CC=2)C=CC=CC=1.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([O:21][CH2:22][C:23]([F:29])([F:28])[C:24]([F:27])([F:25])[F:26])[C:14]=3[N:13]=[C:12]([NH:13][CH2:14][CH2:15][OH:21])[C:11]=2[CH:10]=[CH:9]1

Participants

4

Reactant 1

HCID 19369818HCID 19369818, compound

Product 1

HCID 19369812HCID 19369812, compoundYield 147.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 7583Diphenyl EtherSolvent

Procedure

1-(2-Methylphenyl)-4-oxo-6-β,β,γ,γ,γ-pentafluoropropyloxy-2,3,4,5-tetrahydropyrrolo[3,2-c]quinoline (2.6 g, 6.1 mmol), prepared by the procedure of Step 4 in the Example 57, was dissolved in diphenyl ether(20 ml) and 5%-Pd/C(400 mg) was added. The reaction mixture was refluxed for 4 hours, cooled to room temperature, and purified by silica gel chromatography to obtain 2.1 g of desired compound as solid in 58% of yield.

Workup

  1. temperatureThe reaction mixture was refluxed for 4 hours
  2. custompurified by silica gel chromatography

Sources & evidence

ORD record
ord-f5f1af7576d04c7380cfc84cee2116a9
Source dataset
uspto-grants-2000_01
Patent number
US06011044

Reaction notes

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