HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918643Generated: October 30, 2026
Sodium Azide → 3-(2-azidoethyl)-5-chloro-2-(triethylsilyl)-1H-pyrrolo[2,3-b]pyridine
https://huagongshe.com/reaction/1918643
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 3-(2-bromoethyl)-5-chloro-2-(triethylsilyl)-1H-pyrrolo[2,3-b]pyridine | HCID 66831971 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2-azidoethyl)-5-chloro-2-(triethylsilyl)-1H-pyrrolo[2,3-b]pyridine | HCID 86663840 | 100% |
Reaction Steps
A mixture of 3-(2-bromoethyl)-5-chloro-2-(triethylsilyl)-1H-pyrrolo[2,3-b]pyridine (1.05 g; 2.81 mmol) and sodium azide (0.547 g; 8.43 mmol) in DMF (8 mL) was stirred for 18 hours at 80° C. and was concentrated under reduced pressure. The residue was partitioned between water and dichloromethane. After separation, the dichloromethane solution was dried over MgSO4 and was evaporated to give 0.943 g (100%) of 3-(2-azidoethyl)-5-chloro-2-(triethylsilyl)-1H-pyrrolo[2,3-b]pyridine as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618138B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-8874d2081eec4f56b3195bb615e638f8 |
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| Source note | uspto-grants-2013_12 |
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