HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-[2-Methoxy-4-(pyridin-3-ylaminocarbonyloxy)phenyl]-5-(5-methylthiophen-2-ylcarbonyloxymethyl)-2,2,4-trimethyl-1,2-dihydroquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Isocyanatopyridine | HCID 2760493 | — |
| Reactant | 6-(4-Hydroxy-2-methoxyphenyl)-5-(5-methylthiophen-2-ylcarbonyloxymethyl)-2,2,4-trimethyl-1,2-dihydroquinoline | HCID 25015624 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-[2-Methoxy-4-(pyridin-3-ylaminocarbonyloxy)phenyl]-5-(5-methylthiophen-2-ylcarbonyloxymethyl)-2,2,4-trimethyl-1,2-dihydroquinoline | HCID 24891088 | 57% |
Reaction Steps
6-(4-Hydroxy-2-methoxyphenyl)-5-(5-methylthiophen-2-ylcarbonyloxymethyl)-2,2,4-trimethyl-1,2-dihydroquinoline (Reference Compound No. 3-2, 31.0 mg, 0.0690 mmol) was dissolved in anhydrous methylene dichloride (1 mL), triethylamine (27 μL, 0.19 mmol) and 3-pyridyl isocyanate (17.0 mg, 0.142 mmol) were added thereto, and then the mixture was stirred at room temperature for 3 hours. The reaction mixture was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled compound (21.8 mg) as a pale yellow amorphous product. (Yield 57%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008497B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-e7d8b1dc2f404b26b2a2e3f8de4e850a |
| Source note | uspto-grants-2011_08 |