HCID 136385190, compound → HCID 77272903, compound

HRID 2243362Notes

Reaction equation

HRID 2243362 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][C:11]3[N:15]=[C:14]([C:16]4[C:28]5[C:27]6[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=6)[C:21](=[N:29]O)[C:20]=5[CH:19]=[CH:18][CH:17]=4)[NH:13][C:12]=3[CH:31]=2)[CH2:4][CH2:3]1>[Ni].C(O)C.O1CCCC1>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][C:11]3[N:15]=[C:14]([C:16]4[C:28]5[C:27]6[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=6)[CH:21]([NH2:29])[C:20]=5[CH:19]=[CH:18][CH:17]=4)[NH:13][C:12]=3[CH:31]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 1

HCID 136385190HCID 136385190, compound

Product 1

HCID 77272903HCID 77272903, compoundYield 89.7%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The procedure used in Example 6 is followed, but starting from 1.5 g of 4-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-9H-fluoren-9-one oxime (Z,E), obtained in the previous stage, and 229 mg of Raney nickel in 35 ml of ethanol and 35 ml of tetrahydrofuran for 48 hours at 60° C. under an initial hydrogen pressure of one bar. After filtration of the catalyst, concentration to dryness under reduced pressure and purification by formation of a paste in diisopropyl ether, in this way we obtained 1.3 g of 4-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-9H-fluoren-9(R,S)-ylamine, in the form of an orange powder, which is used as it is in the following stage, with the following characteristics:

Workup

  1. filtrationAfter filtration of the catalyst, concentration to dryness
  2. customunder reduced pressure and purification by formation of a paste in diisopropyl ether

Sources & evidence

ORD record
ord-1fdea72639ce4d24b562140a23ea937c
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

Loading…