HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophenol → 4-(2-Pyridylthio)-2-phenyl benzoyl methionine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | methyl (2S)-2-amino-4-(methylsulfanyl)butanoate | HCID 64684 | — |
| Reactant | 2-Bromopyridine hydrobromide | HCID 23436281 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-Pyridylthio)-2-phenyl benzoyl methionine methyl ester | HCID 20622789 | — |
Reaction Steps
A solution of the resultant thiophenol from Example 12A (1.0 equivalent) is treated with 2-bromopyridine hydrobromide (1.0 equivalent) in the presence of a NaH (2.0 equivalents), or K2CO3 (3.0 equivalents) in DMF or pyridine. The product is isolated by removal of the solvent and chromatography on silica gel. The resultant ester is hydrolyzed according to the procedure of Example 6C and then is coupled to methionine methyl ester according to the procedure of Example 1C to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06221865B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-edb12822ec9f482bb59fa36e2a1010e4 |
| Source note | uspto-grants-2001_04 |