Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 178467387 | HCID 178467387 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178467391 | HCID 178467391 | — |
Reaction Steps
4-Chloro-2-ethoxy-1H-imidazo[4,5-c]quinoline (500 mg) was added to a high-pressure vessel with ammonia (40 mL of a 7 N solution in methanol), and the vessel was sealed and heated at 150° C. overnight. An analysis by LC/MS indicated the presence of starting material, and the reaction was heated at 150° C. for an additional four hours, allowed to cool, and concentrated under reduced pressure. The crude product was purified twice by automated flash chromatography (silica cartridge, eluting with aqueous ammonium hydroxide:methanol:dichloromethane in a gradient from 0:0:100 to 0.4:7.6:92) to provide 52 mg of 2-ethoxy-1H-imidazo[4,5-c]quinolin-4-amine as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08088790B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-0fe35a08fcd743809a8770fd3ff0455b |
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| Source note | uspto-grants-2012_01 |
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