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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411616Generated: October 27, 2026

Omeprazole → 1-[2-acetamido-4-methyl-5-thiazolylsulfonyl]-5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole

https://huagongshe.com/reaction/411616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOmeprazoleHCID 4594—
Reactant2-Acetamido-4-methylthiazole-5-sulfonyl chlorideHCID 96951—
ReactantMeOH ACN DCMHCID 22226298—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product1-[2-acetamido-4-methyl-5-thiazolylsulfonyl]-5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazoleHCID 1021845951.7%

Reaction Steps

172 mg of 5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole was dissolved in 10 ml of dichloromethane and 0.4 ml of triethylamine, and 128 mg of 2-acetamido-4-methyl-5-thiazolyl sulfonyl chloride was added. The reaction mixture was stirred at room temperature for 15 hr. Product spot was shown at slightly higher position than 5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole in thin layer chromatography (developing solvent: dichloromethane-acetonitrile-methanol=100: 10: 5). Product was separated by silica gel column chromatography. 145 mg of the titled product was isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559167B1
Source datasetuspto-grants-2003_05
ORD IDord-7cd2aead064d4e10824ddaf355b363ef
Source noteuspto-grants-2003_05