HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 2-Amino-6-({[2-(4-chloro-3-methylphenyl)-1,3-oxazol-4-yl]methyl}thio)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Chloromethyl)-2-(4-chloro-3-methylphenyl)-1,3-oxazole | HCID 44541971 | — |
| Reactant | HCID 178510483 | HCID 178510483 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Amino-6-({[2-(4-chloro-3-methylphenyl)-1,3-oxazol-4-yl]methyl}thio)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile | HCID 25207512 | — |
Reaction Steps
52 mg (0.17 mmol) of the compound from Example 1A and 89 mg (0.18 mmol) of the compound from Example 28A, together with 42 mg (0.50 mmol) of sodium bicarbonate, are suspended in 1.8 ml of dry DMF. The reaction mixture is stirred at RT for 12 h. The mixture is then filtered and the filtrate is purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). After removal of the solvent on a rotary evaporator, the product is obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09095582B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-a76f2533075a49bcb780ac35c9329078 |
| Source note | uspto-grants-2015_08 |