Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Propanol, 1-amino-2-methyl- | HCID 95102 | — |
| Reactant | 2-fluoro-4-[4-(6-fluoro-1H-benzimidazol-2-yl)carbazol-9-yl]benzonitrile | HCID 58338358 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58338194 | HCID 58338194 | — |
Reaction Steps
The process is carried out as in stage 3 of Example 3, but using 150 mg of 2-fluoro-4-[4-(6-fluoro-1H-benzimidazol-2-yl)carbazol-9-yl]benzonitrile, obtained according to stage 2 of Example 3, 148 mg of potassium carbonate and 0.477 g of 1-amino-2-methylpropan-2-ol in 2 ml of dimethyl sulphoxide, in a microwave for 1 hour and 15 minutes at 115° C. 0.678 ml of a 1M aqueous solution of sodium hydroxide, 0.656 ml of a 30% aqueous solution of hydrogen peroxide and 3 ml of ethanol are then added to the reaction medium. After treatment as in stage 3 of Example 3, and then purification by flash chromatography on silica gel, elution being carried out with a mixture of dichloromethane and ethanol (95/5 by volume), followed by crystallization from 1 ml of ethyl acetate and 4 ml of diisopropyl ether, 85 mg of 4-[4-(6-fluoro-1H-benzimidazol-2-yl)-9H-carbazol-9-yl]-2-(2-hydroxy-2-methylpropylamino)benzamide are thus obtained in the form of a beigey-ecru solid, the characteristics of which are the following:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08309721B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-d26c29eb079b4e6996f59ee2a05fb16a |
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| Source note | uspto-grants-2012_11 |
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