HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 2-Amino-6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}sulfanyl)-4-(4-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-phenyl)pyridine-3,5-dicarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Chloromethyl)-2-(4-chlorophenyl)-1,3-oxazole | HCID 7131527 | — |
| Reactant | HCID 178431479 | HCID 178431479 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Amino-6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}sulfanyl)-4-(4-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-phenyl)pyridine-3,5-dicarbonitrile | HCID 66671889 | — |
Reaction Steps
70 mg (0.18 mmol) of the compound from Example 38A and 46 mg (0.20 mmol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-oxazole together with 46 mg (0.55 mmol) of sodium bicarbonate were suspended in 1.9 ml of dry DMF. The reaction mixture was stirred at RT for 20 h. The mixture was then freed from the solvent on a rotary evaporator, and the residue was purified 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 | US08609686B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-5e03c7fb92a845b59aa919ada65938b5 |
| Source note | uspto-grants-2013_12 |