9-Oxofluorene-4-carboxylic acid → HCID 178480420, compound

HRID 2243357Notes

Reaction equation

HRID 2243357 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:14][CH2:13][CH2:12][N:11]([CH3:15])[CH2:10][CH2:9]2)[C:5]([F:16])=[CH:4][C:3]=1[NH-:17].[O:18]=[C:19]1[C:31]2[CH:30]=[CH:29][CH:28]=[C:27]([C:32](O)=O)[C:26]=2[C:25]2[C:20]1=[CH:21][CH:22]=[CH:23][CH:24]=2>C(O)(=O)C>[F:16][C:5]1[C:6]([N:8]2[CH2:14][CH2:13][CH2:12][N:11]([CH3:15])[CH2:10][CH2:9]2)=[CH:7][C:2]2[NH:1][C:32]([C:27]3[C:26]4[C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[C:19](=[O:18])[C:31]=4[CH:30]=[CH:29][CH:28]=3)=[N:17][C:3]=2[CH:4]=1

Participants

4

Reactant 2

HCID 803619-Oxofluorene-4-carboxylic acidHCID 178480436HCID 178480436, compound

Product 1

HCID 178480420HCID 178480420, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The procedure used in Example 68 is followed. In a 100 ml round-bottomed flask under an argon atmosphere, reflux, for 6 hours, a suspension of 950 mg of [2-amino-5-fluoro-4-(4-methylperhydro-1,4-diazepin-1-yl)phenyl]-amide of 9-oxo-9H-fluorene-4-carboxylic acid, obtained in the previous stage, in 15 ml of acetic acid. After purification by formation of a paste with diisopropyl ether, in this way we obtain 950 mg of 4-[5-fluoro-6-(4-methyl-perhydro-1,4-diazepin-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 100 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-724465a0159d4d5c96ccf4557f37c072
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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