9-Oxofluorene-4-carboxylic acid → HCID 67361020, compound

HRID 2243361Notes

Reaction equation

HRID 2243361 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[CH:5]=[CH:4][C:3]=1[NH-:15].[O:16]=[C:17]1[C:29]2[CH:28]=[CH:27][CH:26]=[C:25]([C:30](O)=O)[C:24]=2[C:23]2[C:18]1=[CH:19][CH:20]=[CH:21][CH:22]=2>C(O)(=O)C>[CH3:14][N:11]1[CH2:12][CH2:13][N:8]([C:6]2[CH:5]=[CH:4][C:3]3[N:15]=[C:30]([C:25]4[C:24]5[C:23]6[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=6)[C:17](=[O:16])[C:29]=5[CH:28]=[CH:27][CH:26]=4)[NH:1][C:2]=3[CH:7]=2)[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 803619-Oxofluorene-4-carboxylic acidHCID 86621039HCID 86621039, compound

Product 1

HCID 67361020HCID 67361020, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The procedure used in Example 68 is followed. In a 250 ml round-bottomed flask under an argon atmosphere, reflux, for 6 hours, a suspension of 4 g of [2-amino-4-(4-methylpiperazin-1-yl)phenyl]amide of 9-oxo-9H-fluorene-4-carboxylic acid, obtained in the previous stage, in 64 ml of acetic acid. After purification by formation of a paste with diisopropyl ether, in this way we obtained 2.5 g of 4-[6-(4-methylpiperazin-1-yl)-1H -benzimidazol-2-yl]-9H-fluoren-9-one, in the form of an orange powder, which is used as it is in the following stage, with the following characteristics:

Workup

  1. temperatureIn a 250 ml round-bottomed flask under an argon atmosphere, reflux, for 6 hours
  2. customAfter purification by formation of a paste with diisopropyl ether

Sources & evidence

ORD record
ord-c879e590204245a78820198e9127885b
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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