Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Carbonochloridic acid, 4-methoxyphenyl ester | HCID 82128 | — |
| Reactant | (R)-N2-Indan-1-yl-quinoline-2,6-diamine | HCID 57860958 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 44218579 | HCID 44218579 | 31% |
Reaction Steps
(R)—N2-Indan-1-yl-quinoline-2,6-diamine (0.070 g, 0.25 mmol) was dissolved in toluene (3 ml). 4-Methoxyphenyl chloroformate (0.042 mL, 0.28 mmol) and triethyl amine (0.053 mL, 0.38 mmol) were added and the reaction mixture was stirred at 60° C. for 10 h. Water (20 mL) was added and the mixture was extracted with ethyl acetate (3×15 mL). The combined organic phases were dried on sodium sulfate, filtered and the filtrate was evaporated. The crude product was purified by column chromatography (silica gel, heptane/ethyl acetate 4:1=>2:1) to yield the title compound as a colorless solid (33 mg, 31%); MS: m/e=326.6 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08188284B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-d86e11c02bac4e8f95f4f242ca925c30 |
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| Source note | uspto-grants-2012_05 |
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