HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lansoprazole → 2-(2-Carbamoylmethoxy-4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lansoprazole | HCID 3883 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,4-Bis(carbamoylmethoxy)benzenesulfonyl chloride | HCID 18541237 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(2-Carbamoylmethoxy-4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetamide | HCID 10153460 | 80.4% |
Reaction Steps
2-[3-Methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-1H-benzimidazole (369.3 mg) was suspended in acetonitrile (10 ml)-triethylamine (2 ml) and 3,4-bis(carbamoylmethoxy)benzenesulfonyl chloride (340 mg) was added. The reaction mixture was stirred at room temperature overnight. Solids were filtered and washed with acetonitrile (10 ml) followed with acetone (5 ml). The solids were again resuspended in methanol (3 ml), filtered and dried in vacuo to give 2-(2-carbamoylmethoxy-4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetamide (527 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06559167B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-380cce06d3984438be60c9bd8e685793 |
| Source note | uspto-grants-2003_05 |