Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(Aminomethyl)cyclopentan-1-ol | HCID 13051202 | — |
| 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 58338279 | HCID 58338279 | — |
Reaction Steps
The process is carried out as in stage 3 of Example 3, but using 160 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, 210 mg of potassium carbonate and 351 mg of 1-(aminomethyl)cyclopentan-1-ol in 3.3 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, 0.70 ml of a 30% aqueous solution of hydrogen peroxide and 6.6 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 methanol (95/5 by volume), 14.4 mg of 4-[4-(6-fluoro-1H-benzimidazol-2-yl)-9H-carbazol-9-yl]-2-[(1-hydroxycyclopentan-1-yl)methylamino]benzamide are thus obtained in the form of an ecru powder, 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-644b595b2ebf46878967974a0e199823 |
|---|
| Source note | uspto-grants-2012_11 |
|---|