HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lansoprazole → 2-(4-{[2-({[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)-N-(2-pyridyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lansoprazole | HCID 3883 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-[p-(chlorosulfonyl)phenoxy]-N-(2-pyridyl)acetamide | HCID 18541210 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-{[2-({[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)-N-(2-pyridyl)acetamide | HCID 10240287 | 71.7% |
Reaction Steps
2-[[ [3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole (185 mg) dissolved in 20 ml of dichloromethane and 0.2 ml of triethylamine was added to 170 mg of 2-[p-(chlorosulfonyl)phenoxy]-N-(2-pyridyl)acetamide. The reaction mixture was washed with water. Organic layer was dried over anhydrous magnesium sulfate, and evaporated. Residual material was lyophilized to give 237 mg of the titled product. M.P. 78-81° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06559167B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-dd0629f46eed412484a12a78cac02279 |
| Source note | uspto-grants-2003_05 |