HCID 136385295, compound → HCID 59208162, compound

HRID 2243315Notes

Reaction equation

HRID 2243315 reaction equation
[F: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>[F: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 136385295HCID 136385295, compound

Product 1

HCID 59208162HCID 59208162, compoundYield 97.1%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Carry out the procedure as in Example 6, starting from 1.7 g of 4-(6-fluoro-1H-benzimidazol-2-yl)-fluoren-9-one oxime (Z,E), obtained in Example 70, and 6 mg of Raney Nickel in 90 ml of ethanol and 90 ml of tetrahydrofuran for 4 hours at 60° C. under a hydrogen pressure of 1 bar. After purification by making a paste in diisopropyl ether, we obtain 1.58 g of 4-(6-fluoro-1H-benzimidazol-2-yl)-9H-fluoren-9(R,S)-ylamine, in the form of a beige powder with the following characteristics:

Workup

  1. customAfter purification

Sources & evidence

ORD record
ord-f95417afb6ee4933ab3b9a76550f6e11
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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