HCID 137227830, compound → HCID 67359277, compound

HRID 2243321Notes

Reaction equation

HRID 2243321 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[C:8]([C:10]3[C:22]4[C:21]5[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=5)[C:15](=[N:23]O)[C:14]=4[CH:13]=[CH:12][CH:11]=3)[NH:7][C:6]=2[CH:25]=1>[Ni].C(O)C.O1CCCC1>[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[C:8]([C:10]3[C:22]4[C:21]5[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=5)[CH:15]([NH2:23])[C:14]=4[CH:13]=[CH:12][CH:11]=3)[NH:7][C:6]=2[CH:25]=1

Participants

5

Reactant 1

HCID 137227830HCID 137227830, compound

Product 1

HCID 67359277HCID 67359277, compoundYield 80.4%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Carry out the procedure as in Example 6, starting from 500 mg of 4-(6-hydroxy-1H-benzimidazol-2-yl)-fluoren-9-one oxime (Z,E), obtained in Example 107, and 5 mg of Raney Nickel in 25 ml of ethanol and 25 ml of tetrahydrofuran for 5 hours at 60° C. under a hydrogen pressure of 1 bar. After purification by making a paste in diisopropyl ether, we obtain 385 mg of 4-(6-hydroxy-1H-benzimidazol-2-yl)-fluoren-9(R,S)-ylamine, in the form of a brown powder, with the following characteristics:

Workup

  1. customAfter purification

Sources & evidence

ORD record
ord-765df11ecddc4a4cb2641dd2645eb16e
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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