HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 2'-Amino-6'-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-6-(2-hydroxyethoxy)-3,4'-bipyridine-3',5'-dicarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole | HCID 610297 | — |
| Reactant | HCID 178510485 | HCID 178510485 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2'-Amino-6'-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-6-(2-hydroxyethoxy)-3,4'-bipyridine-3',5'-dicarbonitrile | HCID 24771980 | — |
Reaction Steps
63 mg (0.26 mmol) of 4-chloromethyl-2-(4-chlorphenyl)thiazole, 100 mg (0.23 mmol) of the compound from example 2A and 78 mg (0.93 mmol) of sodium bicarbonate are dissolved in 1.5 ml of DMF, and the reaction solution is stirred at RT for 20 h. The mixture is then filtered through a paper filter, and the filtrate is directly purified chromatographically by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). This gives the title compound as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653109B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-35501c1970c14f32b5473510a3342985 |
| Source note | uspto-grants-2014_02 |