Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 178524162 | HCID 178524162 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178522793 | HCID 178522793 | — |
Reaction Steps
A solution of 27.3 mg of HBTU in 0.2 ml of dimethylformamide is added, at a temperature in the region of 20° C., to a solution of 20 mg of 2-(1H-indazol-3-yl)-1H-benzimidazole-5-carboxylic acid in 0.42 ml of anhydrous dimethylformamide. After stirring at a temperature in the region of 20° C. for one hour, 15.7 ml of benzylamine are added, followed by addition of 12.4 ml of N,N-diisopropylethylamine dissolved in 0.32 ml of dimethylformamide. After 20 hours, at a temperature in the region of 20° C., the reaction medium is concentrated under reduced pressure, at a temperature in the region of 40° C. The crude residue obtained is dissolved in DMSO and purified by preparative LC-MS. The fractions containing the desired product are combined and concentrated under reduced pressure at a temperature in the region of 40° C. 20 mg of 2-(1H-indazol-3-yl)-1H-benzimidazole-5-Carboxylic acid benzylamide are thus obtained in the form of a cream-coloured powder, the characteristics of which are as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06897208B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-3a58bb3fafce4dd88f85c367341f852a |
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| Source note | uspto-grants-2005_05 |
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