HCID 86628100, compound → HCID 86628099, compound

HRID 547640Notes

Reaction equation

HRID 547640 reaction equation
CC([CH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH:6]1[N:14]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][C:26]2[C:31]([F:32])=[CH:30][C:29]([N+:33]([O-])=O)=[C:28]([NH2:36])[C:27]=2[F:37])=[CH:21][CH:20]=1)C(=O)[O-])(C)C>C(OCC)(=O)C.[Pd]>[NH2:36][C:28]1[C:27]([F:37])=[C:26]([O:25][C:22]2[CH:21]=[CH:20][C:19]([CH2:18][NH:14][CH:6]3[CH2:5][C:13]4[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=4)[CH2:7]3)=[CH:24][CH:23]=2)[C:31]([F:32])=[CH:30][C:29]=1[NH2:33]

Participants

4

Reactant 1

HCID 86628100HCID 86628100, compound

Product 1

HCID 86628099HCID 86628099, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1,1-dimethylethyl({4-[(3-amino-2,6-difluoro-4-nitrophenyl)oxy]phenyl}methyl)2,3-dihydro-1H-inden-2-ylcarbamate (114 mg) was dissolved in ethyl acetate and hydrogenated over 10% Pd on carbon (wet, degussa type) with Parr hydrogenator at 45 psi. The catalyst was removed by filtration through celite. The filtrate was concentrated to give [2-amino-4-({4-[(2,3-dihydro-1H-inden-2-ylamino)methyl]phenyl}oxy)-3,5-difluorophenyl]amine which was used without further purification.

Workup

  1. customThe catalyst was removed by filtration through celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-be3a8efaa2a94580ac752862ca628d87
Source dataset
uspto-grants-2011_05
Patent number
US07939528B2

Reaction notes

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