Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-(Trifluoromethyl)benzylamine | HCID 76447 | — |
| Reactant | HCID 131734355 | HCID 131734355 | — |
| Reactant | HCID 178458058 | HCID 178458058 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 71532041 | HCID 71532041 | — |
Reaction Steps
To a solution of 6-({[2-(trifluoromethyl)phenyl]carbonyl}amino-1H-benzimidazole-4-carboxylic acid (50 mg) in DMF (2 mL) were added N′-(ethylcarbonimidoyl)-N,N-dimethyl-1,3-propanediamine hydrochloride (33 mg), 1-hydroxybenzotriazol (23 mg) and triethylamine (24 μL), and 2-(trifluoromethyl)benzylamine (24 μL) was added under ice-cooling, and the solution was stirred at room temperature overnight. The mixture was poured into ice water and extracted with ethyl acetate. The ethyl acetate layer was washed sequentially with water and brine, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was washed with n-hexane/ethyl acetate (1:1), and collected by filtration to obtain the titled compound (61 mg) as colorless powder. MS (ESI+) m/z 507 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09216968B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-08b114ce0916467a9baba1267135eb5e |
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| Source note | uspto-grants-2015_12 |
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