HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58632Generated: October 29, 2026
Sodium Azide → 3-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole
https://huagongshe.com/reaction/58632
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 3-(2-bromoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole | HCID 66831896 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole | HCID 86663837 | 105.7% |
Reaction Steps
A mixture of 3-(2-bromoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole (0.725 g; 1.87 mmol) and sodium azide (0.365 g; 5.62 mmol) in DMF (8 mL) was stirred at 70° C. for 4 hours and concentrated under reduced pressure. The residue was diluted in ethyl acetate, washed with brine, dried and concentrated under reduced pressure to afford 0.690 g (quantitative yield) of the title compound as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434722B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-6073c47f3d4440c99df1cb370eb2305f |
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| Source note | uspto-grants-2016_09 |
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