Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Pyridinium chloride | HCID 10176127 | — |
| Reactant | HCID 67274034 | HCID 67274034 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67273297 | HCID 67273297 | 609.3% |
Reaction Steps
A suspension of (2S)-2-[(3-aminoquinolin-4-yl)amino]propan-1-ol (0.98 g, 4.49 mmol) in 50 mL of toluene was treated with triethyl orthopropioate (1.1 mL, 5.39 mmol) and pyridine HCl (52 mg, 0.45 mmol), and heated to 90° C. under an atmosphere of N2. After ˜20 hours, the reaction was allowed to cool back to ambient temperature and the solvent was removed under reduced pressure to give an orange solid. Chromatography (AFC, SiO2, 20-40% CMA/CHCl3) gave (2S)-2-(2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)propan-1-ol (0.70 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07906506B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-ef0fdfce235545c0b604f41dc4d007dd |
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| Source note | uspto-grants-2011_03 |
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