HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-[4-(4-Methylamino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (S)-2-[4-(4-Amino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester | HCID 86616427 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[4-(4-Methylamino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester | HCID 57849858 | — |
Reaction Steps
2-[4-(4-amino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (Compound 5050, 38 mg, 0.092 mmol) was dissolved in 3.5 mL of methylene chloride. To this solution was added triethylamine (12.8 μL, 0.092 mmol) followed by 6 μL (0.092 mmol) of methyl iodide. This solution was heated under reflux for 1 hour. It was evaporated and redissolved in 5 mL of DMF. The crude was purified using reverse phase HPLC to furnish the desired product. MS: 437.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595398B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-45186c9cd0f44544bf1588943e53eb63 |
| Source note | uspto-grants-2009_09 |