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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58627Generated: October 26, 2026

Sodium Azide → 3-(2-azidoethyl)-2-(triethylsilyl)-5-(trifluoromethyl)-1H-indole

https://huagongshe.com/reaction/58627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant3-(2-bromoethyl)-2-(triethylsilyl)-5-(trifluoromethyl)-1H-indoleHCID 66831730—
SolventDimethylformamideHCID 6228—
Product3-(2-azidoethyl)-2-(triethylsilyl)-5-(trifluoromethyl)-1H-indoleHCID 8666383699.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-(2-bromoethyl)-2-(triethylsilyl)-5-(trifluoromethyl)-1H-indole (0.448 g; 1.10 mmol) and sodium azide (0.215 g; 3.31 mmol) in DMF (10 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 give 0.402 g (99%) of the title compound as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434722B2
Source datasetuspto-grants-2016_09
ORD IDord-3a07a57a71744cc8bce1fc801b9d0e39
Source noteuspto-grants-2016_09