HCID 66669935, compound → HCID 136346387, compound

HRID 1517901Notes

Reaction equation

HRID 1517901 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]([N:26]([C:35]4[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=4)[C:27]([C:29]4([C:32]([NH2:34])=[O:33])[CH2:31][CH2:30]4)=[O:28])=[CH:22][C:21]=3[F:42])=[CH:14][CH:15]=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[F:42][C:21]1[CH:22]=[C:23]([N:26]([C:35]2[CH:36]=[CH:37][C:38]([F:41])=[CH:39][CH:40]=2)[C:27]([C:29]2([C:32]([NH2:34])=[O:33])[CH2:31][CH2:30]2)=[O:28])[CH:24]=[CH:25][C:20]=1[O:19][C:13]1[C:12]2[C:17](=[CH:18][C:9]([OH:8])=[CH:10][CH:11]=2)[N:16]=[CH:15][CH:14]=1

Participants

4

Reactant 1

HCID 66669935HCID 66669935, compound

Product 1

HCID 136346387HCID 136346387, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-(4-(7-(benzyloxy)quinolin-4-yloxy)-3-fluorophenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (5.5 g, 9.73 mmol) in MeOH (500 mL) was added a catalytic amount of Pd/C (10%). The reaction mixture was stirred at rt under H2 atmosphere overnight. The mixture was filtered through a celite pad, and the filtrate was concentrated in vacuo to afford the title compound as a yellow solid (4.6 g, 93%).

Workup

  1. filtrationThe mixture was filtered through a celite pad
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-49c51ba63fe2440ab3f247b9b8dbd82c
Source dataset
uspto-grants-2012_07
Patent number
US08232294B2

Reaction notes

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