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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58637Generated: October 29, 2026

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

https://huagongshe.com/reaction/58637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant3-(2-bromoethyl)-2-(triethylsilyl)-1H-indole-5-carbonitrileHCID 66831928—
SolventDimethylformamideHCID 6228—
Product3-(2-azidoethyl)-2-(triethylsilyl)-1H-indole-5-carbonitrileHCID 86663838—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-(2-bromoethyl)-2-(triethylsilyl)-1H-indole-5-carbonitrile (0.906 g; 2.49 mmol) and sodium azide (0.486 g; 7.48 mmol) in DMF (7 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 yield 0.900 g (quantitative) 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-a68384b18541404eb8b7892d7947e035
Source noteuspto-grants-2016_09