HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853360Generated: October 30, 2026
Methanol → 5-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-2-amine
https://huagongshe.com/reaction/853360
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Chloro-5-(6,7-dimethoxyquinolin-4-yloxy)pyridin-2-ylamine | HCID 22936836 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-2-amine | HCID 22936537 | 31% |
Reaction Steps
After suspending 6-chloro-5-(6,7-dimethoxyquinolin-4-yloxy)pyridin-2-ylamine (500 mg, 1.51 mmol) in a mixed solvent of methanol (20 ml), tetrahydrofuran (10 ml) and triethylamine (3 ml), palladium carbon (300 mg) was added and the mixture was stirred for 15 hours at room temperature under a hydrogen atmosphere. The catalyst was filtered off by celite filtration, washing was performed with ethanol, and the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent—ethyl acetate), and the fraction containing the target substance was concentrated, suspended in ethyl acetate and diluted with hexane, after which the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (138 mg, 0.465 mmol, 31%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253286B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-673d6981112f46ad94f1186b1c5adb97 |
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| Source note | uspto-grants-2007_08 |
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