Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Isopropyl-6-methylphenyl isocyanate | HCID 4524691 | — |
| Reactant | HCID 86704185 | HCID 86704185 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 60161673 | HCID 60161673 | — |
Reaction Steps
A mixture of 1-(prop-2-ynyl)-1,2,3,4-tetrahydroquinolin-7-ol (400 mg, 2.14 mM) and triethylamine (0.6 mL) in dry tetrahydrofuran (THF, 5 mL) was stirred for half an hour under nitrogen atmosphere at room temperature (35° C.). To the stirred reaction mixture, 2-isopropyl-6-methylphenyl isocyanate (558 mg/ml, 3.21 mM) was added at once and then the reaction mixture was further stirred for 30 hours under N2 atmosphere at RT. The reaction mixture was concentrated under vacuum and then was added distilled water (15 mL) followed by the extraction with ether (3×15 mL). The ether layer was dried over sodium sulphate and concentrated under vacuum to afford the crude product, which was finally chromatographed using chloroform-hexane (1:19) to afford 10d as solid. Yield: 520 mg, 67.16%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946261B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-d53f68ff0a8846509ed7d2776b068bf7 |
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| Source note | uspto-grants-2015_02 |
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