Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | (R)-N2-Indan-1-yl-quinoline-2,6-diamine | HCID 57860958 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68633817 | HCID 68633817 | 34.4% |
Reaction Steps
To a solution of (R)—N2-indan-1-yl-quinoline-2,6-diamine (1.2 g, 4.36 mmol) and pyridine (0.35 mL, 4.36 mmol) in dichloromethane (25 mL) at 0° C. was added 4-nitrophenyl chloroformate (878 mg, 4.6 mmol) and the mixture was stirred at 23° C. for 2 h resulting in a yellow suspension. Added tetrahydrofuran, filtered the solid off, dissolved in dichloromethane and methanol, coated on silica gel. Removal of the solvent in vacuum left a brown foam, which after silica gel column chromatography was crystallized from dichloromethane/diethyl ether to give the title compound as a yellow foam (500 mg, 34%); MS: m/e=334.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183380B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-0380bcf685f8427aafb027ca0471240f |
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| Source note | uspto-grants-2012_05 |
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