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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411621Generated: October 27, 2026

Lansoprazole → 2-(2-Carbamoylmethoxy-4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetamide

https://huagongshe.com/reaction/411621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLansoprazoleHCID 3883—
ReactantTriethylamineHCID 8471—
Reactant3,4-Bis(carbamoylmethoxy)benzenesulfonyl chlorideHCID 18541237—
SolventAcetonitrileHCID 6342—
Product2-(2-Carbamoylmethoxy-4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetamideHCID 1015346080.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559167B1
Source datasetuspto-grants-2003_05
ORD IDord-380cce06d3984438be60c9bd8e685793
Source noteuspto-grants-2003_05