Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thiophosgene | HCID 10040 | — |
| Reactant | N-(2-Aminoethyl)piperidine | HCID 33944 | — |
| Reactant | 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylaniline | HCID 21890439 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58738939 | HCID 58738939 | 33% |
Reaction Steps
4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylaniline (51 mg) was dissolved in N,N-dimethylformamide (2 ml) and triethylamine (1 ml) to prepare a solution. Thiophosgene (51 mg) was then added to the solution, and the mixture was stirred at room temperature for 3 hr. Next, 2-piperidinylethylamine (50 mg) was added thereto, and the mixture was further stirred at room temperature for 16 hr. Ethyl acetate was added to the reaction solution, followed by washing with water and saturated brine in that order. The organic layer was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by HPLC using chloroform/methanol for development to give the title compound (25 mg, yield 33%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07135466B2 |
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| Source dataset | uspto-grants-2006_11 |
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| ORD ID | ord-00bb4e1c504f4cc497c5a9a71f62695e |
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| Source note | uspto-grants-2006_11 |
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