HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381326Generated: October 27, 2026
2,6-Lutidine → Methyl 2-(1,3-benzodioxol-5-yl)-2-(5-bromo-1-methyl-1H-3-indolyl)acetate
https://huagongshe.com/reaction/381326
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | 5-Bromo-1-methyl-1H-indole | HCID 285757 | — |
| Reactant | Methyl 2-(1,3-benzodioxol-5-yl)-2-bromoacetate | HCID 11821769 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-(1,3-benzodioxol-5-yl)-2-(5-bromo-1-methyl-1H-3-indolyl)acetate | HCID 22467212 | 76.6% |
Reaction Steps
2,6-Dimethylpyridine (0.75 ml) was added to a stirred solution of methyl 2-(1,3-benzodioxol-5-yl)-2-bromoacetate (from Example 61(c), 1.75 g, 6.43 mmol) and 5-bromo-1-methylindole (from step (a), 1.35 g) in anhydrous dimethylformamide (10 ml) at ambient temperature, under a nitrogen atmosphere. The solution was heated at 80° C. for 8 hours. The reaction mixture was partitioned between diethylether and water, separated and the organic layer dried (magnesium sulphate) and evaporated in vacuo. The residue was flash chromatographed (using 50% dichloromethane and 50% hexane as eluant) to give the subtitle compound as a colourless oil (1.98 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06306852B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-9be6f5603bd24918b27575ffc0baa2f6 |
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| Source note | uspto-grants-2001_10 |
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