HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409902Generated: October 29, 2026
Methyl iodide → Methyl 3-(4-fluorophenyl)-1-methyl-1H-indole-6-carboxylate
https://huagongshe.com/reaction/409902
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | methyl 3-(4-fluorophenyl)-1H-indole-6-carboxylate | HCID 59625721 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-(4-fluorophenyl)-1-methyl-1H-indole-6-carboxylate | HCID 59625676 | 119.9% |
Reaction Steps
To a solution of compound 11d (300 mg, 0.78 mmol) in DMF (3 mL) was added NaH (60% in mineral oil, 68.9 mg, 1.72 mmol) at 0° C. The mixture was stirred at 0° C. for 30 min, then CH3I (0.053 mL, 0.86 mmol) was added and stirring continued at 0° C. for another 1 h. The resulting mixture was diluted with EtOAc and water. The organic layer was washed with brine and concentrated. The residue was recrystallized from heptane, filtered and the solid dried to give compound 12a (265 mg) as a light yellow solid. MS m/z (M+H+) 284.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08759533B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-dfd41a974216407c815b3eaec8ec49d6 |
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| Source note | uspto-grants-2014_06 |
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