HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 4-({[3,5-Dicyano-6-(2-hydroxyethoxy)-4-phenylpyridin-2-yl]thio}methyl)-N-methylpyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-{[(6-Chloro-3,5-dicyano-4-phenylpyridin-2-yl)thio]methyl}-N-methylpyridine-2-carboxamide | HCID 58297347 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-({[3,5-Dicyano-6-(2-hydroxyethoxy)-4-phenylpyridin-2-yl]thio}methyl)-N-methylpyridine-2-carboxamide | HCID 44548380 | — |
Reaction Conditions
| Temperature | 115 °C |
|---|
Reaction Steps
22 mg (0.357 mmol) of 1,2-ethanediol are initially charged in 0.5 ml of DMF, and 4.8 mg (0.179 mmol) of sodium hydride are added. After 15 min at RT, 50 mg (0.119 mmol) of the compound from Example 25A are added and the reaction mixture is stirred at 115° C. overnight. After cooling, the reaction solution is purified by prep. HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791146B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-772fdc7fd39149b1812034b2907719d4 |
| Source note | uspto-grants-2014_07 |