HCID 137227835, compound → HCID 77272886, compound

HRID 2243328Notes

Reaction equation

HRID 2243328 reaction equation
[F:1][C:2]1[C:10]2[N:9]=[C:8]([C:11]3[C:23]4[C:22]5[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=5)[C:16](=[N:24]O)[C:15]=4[CH:14]=[CH:13][CH:12]=3)[NH:7][C:6]=2[CH:5]=[CH:4][C:3]=1[F:26]>[Ni].C(O)C.O1CCCC1>[F:1][C:2]1[C:10]2[N:9]=[C:8]([C:11]3[C:23]4[C:22]5[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=5)[CH:16]([NH2:24])[C:15]=4[CH:14]=[CH:13][CH:12]=3)[NH:7][C:6]=2[CH:5]=[CH:4][C:3]=1[F:26]

Participants

5

Reactant 1

HCID 137227835HCID 137227835, compound

Product 1

HCID 77272886HCID 77272886, compoundYield 26%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The procedure used in Example 6 is followed, but starting from 4 g of 4-(4,5-difluoro-1H-benzimidazol-2-yl)-9H-fluoren-9-one oxime (Z,E), obtained in the previous stage, and 0.27 g of Raney nickel in 35 ml of ethanol and 35 ml of tetrahydrofuran for 10 hours at 60° C. under an initial hydrogen pressure of one bar. After filtration of the catalyst, and purification by forming a paste in diisopropyl ether, in this way we obtain 1 g of 4-(4,5-difluoro-1H-benzimidazol-2-yl)-9H-fluoren-9(R,S)-ylamine, in the form of a beige powder which is used as it is in the following stage.

Workup

  1. filtrationAfter filtration of the catalyst, and purification
  2. customby forming a paste in diisopropyl ether

Sources & evidence

ORD record
ord-9e5c78d4511e43d7b1ddfeeaea4096b0
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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