HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediol → 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-6-(3-hydroxypropoxy)-4-phenylpyridine-3,5-dicarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediol | HCID 10442 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 2-Chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-phenylpyridine-3,5-dicarbonitrile | HCID 86654211 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-6-(3-hydroxypropoxy)-4-phenylpyridine-3,5-dicarbonitrile | HCID 67216327 | — |
Reaction Steps
68 μl (0.939 mmol) of 1,3-propanediol are initially charged in 2 ml of DMF, 38 mg (0.344 mmol) of potassium tert-butoxide are added and the mixture is stirred for 15 minutes, after which 150 mg (0.313 mmol) of 2-chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-phenylpyridine-3,5-dicarbonitrile, dissolved in 2 ml of DMF, are added. The reaction mixture is stirred at room temperature for 1 hour and then purified by preparative HPLC (acetonitrile/water: 10:90→95:5, with 0.1% TFA added). This gives 98 mg (59% of theory) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09205077B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-becd14f1181a413baf4335e47a2f45bd |
| Source note | uspto-grants-2015_12 |