HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402708Generated: October 31, 2026
Diisopropylethylamine → 3-(1-(Tert-butyldimethylsilyloxy)vinyl)-2-(pyridin-2-ylethynyl)pyridine
https://huagongshe.com/reaction/1402708
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | 1-(2-(Pyridin-2-ylethynyl)pyridin-3-yl)ethanone | HCID 71238330 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(1-(Tert-butyldimethylsilyloxy)vinyl)-2-(pyridin-2-ylethynyl)pyridine | HCID 86676103 | — |
Reaction Steps
455 mg 1-(2-(pyridin-2-ylethynyl)pyridin-3-yl)ethanone was dissolved in 10 mL DCM, 1.069 mL of DIPEA was added, the solution was cooled 0° C. and 1.42 mL of tert-butyldimethylsilyltrifluormethansulfonate added slowly. The mixture was stirred 30 min at 0° C., warmed to 25° C. and filtrated over a plug of silica (cyclohexane/ethylacetate 1:1+small amount of TEA) to yield 1.025 g 3-(1-(tert-butyldimethylsilyloxy)vinyl)-2-(pyridin-2-ylethynyl)pyridine as oil. Analysis: HPLC-MS: Rt=1.59 min (method E) m+H=337.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912173B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-fbc27dcd088c4ae895178efc2fc8fe94 |
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| Source note | uspto-grants-2014_12 |
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