Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(1-Methyl-1H-imidazol-4-yl)ethanamine hydrochloride | HCID 16219661 | — |
| 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 58338348 | HCID 58338348 | — |
Reaction Steps
The process is carried out as in stage 3 of Example 3, but using 168.2 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, 165.8 mg of potassium carbonate, 517 mg of 2-(1-methyl-1H-imidazol-4-yl)ethylamine hydrochloride and 324 mg of triethylamine in 1.7 ml of dimethyl sulphoxide, in a microwave for 1 hour and 30 minutes at 115° C. 0.76 ml of a 1M aqueous solution of sodium hydroxide, 0.735 ml of a 30% aqueous solution of hydrogen peroxide and 4 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 10 g of silica gel, elution being carried out with a mixture of dichloromethane and methanol (95/5 by volume), 34 mg of 4-[4-(6-fluoro-1H-benzimidazol-2-y0-9H-carbazol-9-yl]-2-[(1-methyl-1H-imidazol-4-yl)ethylamino]benzamide are thus obtained in the form of a white 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-6c97267235244752bd01bced0d5a8f38 |
|---|
| Source note | uspto-grants-2012_11 |
|---|