Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl 3-(methylamino)propanoate | HCID 541480 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 68512188 | HCID 68512188 | — |
| Reactant | HCID 178526939 | HCID 178526939 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68511346 | HCID 68511346 | 100% |
Reaction Steps
A solution of 4-[(cyclohexyl{2-[(methylsulfanyl)methyl]-5-[4-(trifluoromethyl)phenyl]furan-3-yl}methyl)amino]benzoic acid (1.0 g), ethyl 3-(methylamino)propanoate (0.3 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.5 g), hydroxybenzotriazole monohydrate (0.4 g) and triethylamine (0.3 mL) in N,N-dimethylformamide (10 mL) was stirred at room temperature for 4 hr. Ethyl acetate was added, the mixture was washed with saturated aqueous sodium hydrogen carbonate solution and water, and the organic layer was dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (10% ethyl acetate/hexane to 40% ethyl acetate/hexane) to give the title compound (1.2 g, 100%) as an amorphous compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08309580B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-87682aa150c448b3ba000da8521f0e46 |
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| Source note | uspto-grants-2012_11 |
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