HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 9862547, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Benzylpiperidine | HCID 31738 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 6-Hydroxy-1H-benzimidazole-2-carboxylic acid | HCID 22350168 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9862547 | HCID 9862547 | 63.7% |
Reaction Steps
A mixture of 3.0 g (16.75 mmol) of 6-hydroxi-1H-benzoimidazol-2-carboxilic acid, 2.4 ml (17.2 mmol) of triethylamin, 3.0 g (17.1 mmol) of 4-benzyl-piperidine, 7.0 g (18.5 mmol) of HBTU and 100 ml of dimethylformamide is stirred at room temperature for 16 h. The reaction mixture is concentrated and the residue is purified by column chromatography using Kieselgel 60 as adsorbent (Merck) and toluene:methanol=4:1 as eluent, then the product is recrystallized from toluene to yield 3.58 g (63.5%) of the title compound. Mp.: 186° C. (toluene).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365083B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-d8c598421385426a8daedcde556ed79b |
| Source note | uspto-grants-2008_04 |