HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202589Generated: October 31, 2026
Trimethylsilyl cyanide → 4-(Tert-butyldimethylsilyloxymethyl)pyridinecarbonitrile
https://huagongshe.com/reaction/2202589
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | 4-(tert-Butyldimethylsilanyloxymethyl)pyridine 1-oxide | HCID 21781515 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 4-(Tert-butyldimethylsilyloxymethyl)pyridinecarbonitrile | HCID 14541448 | 20.9% |
Reaction Steps
Under a nitrogen atmosphere, 4-(tert-butyldimethylsilyloxymethyl)pyridine-1-oxide (1.2 g, 5 mmol) synthesized in Production Example 85 was dissolved in triethylamine, and trimethylsilylcyanide (744 μL, 6 mmol) was added thereto. The mixture was stirred at 90° C. for 3 hours. After the completion of the reaction was confirmed by HPLC, the reaction mixture was allowed to cool down to a room temperature. The solvent was distilled off. The resulting residue was dissolved in ethyl acetate and washed with water 3 times and with a saturated saline solution once. Thereafter, the organic layer was dried over magnesium sulfate. The solvent was distilled off, and thus the title compound (260 mg, 20.9%) was obtained as an oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365553B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-7a558f90d73d4f72935692b0689fd72e |
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| Source note | uspto-grants-2016_06 |
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