HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 506168Generated: November 4, 2026
Potassium Carbonate → 4-(1H-indol-5-yloxy)-5-(3,4-dimethoxyphenyl)nicotinonitrile
https://huagongshe.com/reaction/506168
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Hydroxyindole | HCID 16054 | — |
| Reactant | 4-Chloro-5-(3,4-dimethoxyphenyl)nicotinonitrile | HCID 25129785 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(1H-indol-5-yloxy)-5-(3,4-dimethoxyphenyl)nicotinonitrile | HCID 44573872 | 74% |
Reaction Steps
A mixture of 4-chloro-5-(3,4-dimethoxyphenyl)nicotinonitrile (120 mg, 0.44 mmol), 5-hydroxyindole (71 mg, 0.53 mmol) and K2CO3 (91 mg, 0.66 mmol) in CH3CN (4.0 mL) was heated at 80° C. for 4 h. After cooling to r.t., the reaction mixture was diluted with water (20 mL) and the precipitate was collected by filtration and washed with ether containing MeOH to give 121 mg (74%) of 5-(3,4-dimethoxyphenyl)-4-(1H-indol-5-yloxy)nicotinonitrile 220 as a tan solid. MS: 372.2; melting range: 192-194° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07781591B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-43f5c823345840059f0cc37161747be1 |
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| Source note | uspto-grants-2010_08 |
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