HCID 137227828, compound → HCID 67359907, compound

HRID 2243318Notes

Reaction equation

HRID 2243318 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([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:8][C:7]=2[CH:26]=1>[Ni].C(O)C.O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([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:8][C:7]=2[CH:26]=1

Participants

5

Reactant 1

HCID 137227828HCID 137227828, compound

Product 1

HCID 67359907HCID 67359907, compoundYield 73.1%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Carry out the procedure as in Example 6, starting from 900 mg of 4-(6-methoxy-1H-benzimidazol-2-yl)-9H-fluoren-9-one oxime (Z,E), obtained in the preceding stage, and 1.55 mg of Raney Nickel in 50 ml of ethanol and 50 ml of tetrahydrofuran for 16 hours at 60° C. under a hydrogen pressure of 1 bar. After purification by making a paste in diisopropyl ether, we obtain 631 mg of 4-(6-methoxy-1H-benzimidazol-2-yl)-9H-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-b222e8a75a924caf93132693d373dfde
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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