HCID 57701110, compound → HCID 57701121, compound

HRID 332572Notes

Reaction equation

HRID 332572 reaction equation
FC1C(CC2C=CC(F)=CC=2)=CC=C(OC)C=1OC1C=C(N)C=CC=1.[F:26][C:27]1[C:32]([O:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([N+:40]([O-:42])=[O:41])[CH:35]=2)=[C:31]([O:43]C)[CH:30]=[CH:29][C:28]=1[CH2:45][C:46]1[CH:51]=[CH:50][C:49]([F:52])=[CH:48][CH:47]=1>CCO.[Ni]>[F:26][C:27]1[C:32]([O:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([N+:40]([O-:42])=[O:41])[CH:35]=2)=[C:31]([OH:43])[CH:30]=[CH:29][C:28]=1[CH2:45][C:46]1[CH:51]=[CH:50][C:49]([F:52])=[CH:48][CH:47]=1

Participants

5

Reactant 2

HCID 57701110HCID 57701110, compoundHCID 57701131HCID 57701131, compound

Product 1

HCID 57701121HCID 57701121, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

3-[2-Fluoro-3-(4-fluoro-benzyl)-6-methoxy-phenoxy]-phenylamine P-02. To a 200 mL pressure-resistant vial which contained a mixture of 2-fluoro-1-(4-fluoro-benzyl)-4-methoxy-3-(3-nitro-phenoxy)-benzene P-01 (180 mg, 0.5 mmole) in EtOH (10 mL) was added Ranny Ni (150 mg, excess) at rt. The reaction mixture was flashed 3 times with H2 and then shacked under H2 (40 psi) atmosphere for 2 h. After the catalyst was filtered out, the solvent was removed in vacuo to give 140 mg (85% yield) of desired product P-02.

Workup

  1. filtrationAfter the catalyst was filtered out
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-f9006fca4a174e17ac6a9cc58ca14a66
Source dataset
uspto-grants-2014_11
Patent number
US08877816B2

Reaction notes

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