Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | HCID 58515933 | HCID 58515933 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58515970 | HCID 58515970 | 84.2% |
Reaction Steps
Methyl 2,5-dichloronicotinate 1-oxide (16 g, 72 mmol) was dissolved in acetonitrile (200 mL) with triethylamine (15 mL, 110 mmol) and trimethylsilyl cyanide (24 mL, 180 mmol) was added. The mixture was heated to 70° C. for 30 minutes. Evaporation and purification on silica gel using ethyl acetate in hexanes (0-30%) gave the desired compound (14 g, 82%). LCMS calculated for C8H5Cl2N2O2 (M+H)+: m/z=231.0. found: 230.8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193721B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-618b9b8c05174c1da84a1c9fd6469148 |
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| Source note | uspto-grants-2015_11 |
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