Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 86677486 | HCID 86677486 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86677487 | HCID 86677487 | 113.2% |
Reaction Steps
A mixture of 3-(bromomethyl)-4-methyl-1-phenyl-1H-pyrazole (112 mg, 446 μmol) and potassium cyanide (33.3 mg, 491 μmol) in DMSO (2 mL) was heated to 60° C. for 2 h. The reaction mixture was cooled to RT, poured into water (25 mL) and extracted with ethyl acetate (2×50 mL). The organic phases were washed with water (3×25 mL) and brine 1×25 mL). The combined organic layer was dried over MgSO4 and concentrated in vacuo to give 99.6 mg crude material. The product was obtained after purification by flash chromatography (using silica gel and an ethyl acetate/heptane gradient) as light yellow oil (58 mg, 294 μmol, 65.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772510B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-ca001f3a963a4b8d89a8b8babe5bf691 |
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| Source note | uspto-grants-2014_07 |
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