HCID 66669827, compound → HCID 136346386, compound

HRID 1517894Notes

Reaction equation

HRID 1517894 reaction equation
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([O:19][C:20]3[CH:25]=[CH:24][C:23]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:22][C:21]=3[F:34])=[CH:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:35][CH3:36])C1C=CC=CC=1>C(O)C.[Pd]>[F:34][C:21]1[CH:22]=[C:23]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:31])([CH3:30])[CH3:32])[CH:24]=[CH:25][C:20]=1[O:19][C:13]1[C:12]2[C:17](=[CH:18][C:9]([OH:8])=[C:10]([O:35][CH3:36])[CH:11]=2)[N:16]=[CH:15][CH:14]=1

Participants

4

Reactant 1

HCID 66669827HCID 66669827, compound

Product 1

HCID 136346386HCID 136346386, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of tert-butyl 4-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-3-fluorophenylcarbamate (800 mg, 1.632 mmol) in ethanol (50 mL) was added a catalytic amount of Pd/C. The suspension was stirred at rt under H2 for 3 h. The reaction mixture was filtered, and the filtrate was concentrated in vacuo to give the title compound as a light green solid (650 mg, 99%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-8d897b425bfc48c3b903d32a1d07e5ea
Source dataset
uspto-grants-2012_07
Patent number
US08232294B2

Reaction notes

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