HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-6-methoxy-4-(piperidin-1-yl)pyridine-3,5-dicarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 2-Chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-piperidin-1-ylpyridine-3,5-dicarbonitrile | HCID 86640009 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-6-methoxy-4-(piperidin-1-yl)pyridine-3,5-dicarbonitrile | HCID 68552576 | — |
Reaction Steps
100.0 mg (0.21 mmol) of the compound from Example 4A are initially charged in 2 ml of dry methanol. 12.2 mg (0.23 mmol) of sodium methoxide are added to this solution, and the mixture is stirred at +65° C. for 20 h. After cooling to RT the reaction mixture is stirred into 2 ml of water and stirred at RT for 1 h. The precipitate that is formed is filtered off with suction and washed with 1 ml of cold water. Purification is carried out by preparative HPLC (column: YMC GEL ODS-AQ S-5, 15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08703934B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-27b8c2da34f44f10b06b5cddc2ae0367 |
| Source note | uspto-grants-2014_04 |