HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420140Generated: October 27, 2026
Dimethylformamide → ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate
https://huagongshe.com/reaction/420140
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | ethyl 1-cyclopropyl-4-hydroxy-1H-indole-6-carboxylate | HCID 57930939 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate | HCID 66649481 | 98.4% |
Reaction Steps
To a stirred suspension of 14.56 g of ethyl 1-cyclopropyl-4-hydroxy-1H-indole-6-carboxylate and 16.2 g of K2CO3 and 220 ml of DMF was added 7.48 ml of MeI and the mixture was stirred at 60° C. for 3 hrs. The mixture was allowed to cool, diluted with EtOAc, washed with water and saturated brine successively, dried over Na2SO4, then concentrated. The residue was purified on SiO2 column chromatography (n-hexane-EtOAc) to afford 15.15 g of ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093389B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-0eb400ffa6964be08a89773913045090 |
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| Source note | uspto-grants-2012_01 |
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