Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Glycine, N-methyl-, hydrochloride (1:1) | HCID 69483 | — |
| 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 58338309 | HCID 58338309 | — |
Reaction Steps
The process is carried out as in stage 3 of Example 3, but using 300 mg of 2-fluoro-4-[4-(6-fluoro-1H-benzimidazol-2-yl)carbazol-9-yl]benzonitrile, obtained according to stage 2 of Example 3, 296 mg of potassium carbonate, 1 g of N-methylglycine hydrochloride and 820 mg of triethylamine in 3 ml of dimethyl sulphoxide. 1.357 ml of a 1M aqueous solution of sodium hydroxide, 1.313 ml of a 30% aqueous solution of hydrogen peroxide and 7 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 mixtures of dichloromethane and a 7M solution of ammonia in methanol (from 95/5 to 90/10 by volume), followed by crystallization from 5 ml of ethyl acetate, 55 mg of 4-[4-(6-fluoro-1 H-benzimidazol-2-yl)-9H-carbazol-9-yl]-2-(methylcarbamoyl methyl amino)benzamide are thus obtained in the form of a beige 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-fd39c909db8840c2b6fc09ced9b067f6 |
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| Source note | uspto-grants-2012_11 |
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