HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403317Generated: October 30, 2026
Methyl 4-amino-2-chloro-5-((trimethylsilyl)ethynyl)benzoate → Methyl 6-chloro-1H-indole-5-carboxylate
https://huagongshe.com/reaction/403317
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl 4-amino-2-chloro-5-((trimethylsilyl)ethynyl)benzoate | HCID 59625799 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 6-chloro-1H-indole-5-carboxylate | HCID 10727132 | — |
Reaction Steps
A mixture of compound 22m (150 mg, 0.532 mmol) and CuI (60 mg, 0.32 mmol) in DMF (1.5 mL) was heated at 110° C. for 5 h and them cooled to room temperature. The reaction was quenched with water and extracted with EtOAc. The organic layer was concentrated and purified by flash column chromatography (silica gel, 15% EtOAc/hexanes) to give compound 22n.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748417B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-8c2550b6ff024956b7b2084460ae0787 |
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| Source note | uspto-grants-2014_06 |
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