HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-({[2-(Benzylthio)-6-chloropyrimidin-4-yl]amino}sulfonyl)-N,N-dimethyl-D-prolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-{2-(Benzylthio)-6-[(2-hydroxyethyl)amino]pyrimidin-4-yl}methanesulfonamide | HCID 57833129 | — |
| Reactant | 1-(Aminosulfonyl)-N,N-dimethyl-D-prolinamide | HCID 66702051 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-({[2-(Benzylthio)-6-chloropyrimidin-4-yl]amino}sulfonyl)-N,N-dimethyl-D-prolinamide | HCID 86639831 | — |
Reaction Steps
60% Sodium hydride (0.42 g) was added to a solution of the subtitle product of step iii) (1.50 g) in DMF (20 ml) at 0° C. This mixture was stirred for 1 h and then a solution of the subtitle product of Example 19 step (1.60 g) in DMF (5 ml) was added dropwise. The mixture was allowed to reach room temperature and stirred there for 2 days. To the mixture was added aqueous hydrochloric acid (100 ml) and the resulting precipitate was filtered. This solid was then stirred with EtOAc (200 ml) and filtered to afford the subtitle compound as a solid. Yield: 2.0 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106063B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-d4a4f5c0daca464e8cd7645920ff4bbf |
| Source note | uspto-grants-2012_01 |