HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ambrisentan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4,6-Dimethyl-2-methylsulfonylpyrimidine | HCID 2772382 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | (R)-2,4-dichlorophenylethyl ammonium (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate | HCID 86668129 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ambrisentan | HCID 6918493 | — |
Reaction Steps
In a 25 mL three neck flask with stirring arrangement, (1 gm) (R)-2,4-dichlorophenylethyl ammonium (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate and (0.622 gm) sodium tertiary butoxide (6.488 mmol) in 10 ml DMF at 25° C. were taken and stirred for 5 min. (0.604 gm) 4,6-dimethyl-2-(methylsulfonyl)pyrimidine (3.244 mmol) was added to the reaction mixture in one lot. The reaction mixture was stirred at room temperature for 4 hours and subsequently dumped into cold water and aqueous layer was washed with toluene. Aqueous layer was collected and acidified with HCl to adjust pH to 2. Solid white material was precipitated. Solid white material was precipitated. The solid so obtained was filtered, washed with water and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962832B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-05d505829b234320a1ec76f18191e8c4 |
| Source note | uspto-grants-2015_02 |