Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Ethanamine, 2-fluoro-, hydrochloride | HCID 9995 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| 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 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 58338283 | HCID 58338283 | — |
Reaction Steps
The process is carried out as in stage 3 of Example 3, but using 500 mg of 2-fluoro-4-[4-(6-fluoro-1H-benzimidazol-2-yl)-9H-carbazol-9-yl]benzonitrile, obtained according to stage 2 of Example 3, 493 mg of potassium carbonate, 1.78 g of 2-fluoroethylamine hydrochloride and 1.805 g of triethylamine in 5 ml of dimethyl sulphoxide. 2.26 ml of a 1M aqueous solution of sodium hydroxide, 2.19 ml of a 30% aqueous solution of hydrogen peroxide and 10 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, 390 mg of 4-[4-(6-fluoro-1H-benzimidazol-2-yl)-9H-carbazol-9-yl]-2-(2-fluoroethylamino)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 |
|---|
| Patent number | US08309721B2 |
|---|
| Source dataset | uspto-grants-2012_11 |
|---|
| ORD ID | ord-e6053c0b9a0a4f70999ce3a3c39008ec |
|---|
| Source note | uspto-grants-2012_11 |
|---|