HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1865202Generated: October 31, 2026
Ethyl 5-hydroxy-1H-indole-2-carboxylate → HCID 57756359, compound
https://huagongshe.com/reaction/1865202
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl 5-hydroxy-1H-indole-2-carboxylate | HCID 90677 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57756359 | HCID 57756359 | — |
Reaction Steps
A mixture of 4-chloro-6,7-dimethoxy-quinoline (0.4 g, 1.8 mmol), 5-hydroxy-1H-indole-2-carboxylic acid ethyl ester (0.37 g, 1.8 mmol, Biosynth AG) and DMAP (0.22 g, 1.8 mmol, Aldrich) in toluene (in a microwave tube) was heated in a microwave (Personal Chemistry, Emrys Optimizer) at 180° C. for 2 h. The mixture was cooled to RT and diluted with 30 mL of EtOAc. The solution was washed with 10 mL of brine twice, dried over Na2SO4 and concentrated in vacuo. The residue was further purified with silica gel column chromatography (50% to 100% EtOAc in hexanes) to provide a white foam as the desired compound. MS (ESI pos. ion) m/z: 393 (M+H). Calc'd Exact Mass for C22H20N2O5: 392.40.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07626030B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-b42fdbfe91234204a296d9c6a53048c1 |
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| Source note | uspto-grants-2009_12 |
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