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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647162Generated: October 30, 2026

Sodium Hydroxide → 5-Acetyl-6-methyl-2-[[(4-cyclopropylmethoxy-3-methoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole

https://huagongshe.com/reaction/1647162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-Chloromethyl-4-cyclopropylmethoxy-3-methoxypyridineHCID 10561283—
ReactantHCID 178465855HCID 178465855—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
Product5-Acetyl-6-methyl-2-[[(4-cyclopropylmethoxy-3-methoxy-2-pyridinyl)methyl]thio]-1H-benzimidazoleHCID 19926446—

Reaction Steps

2-Chloromethyl-4-cyclopropylmethoxy-3-methoxypyridine (50 mg, 0.22 mmol) and 5-acetyl-6-methyl-2-mercaptobenzimidazole (50 mg, 0.24 mmol) were dissolved in ethanol (15 ml). The pH value of the solution was adjusted to 9 (0.2M NaOH) whereupon the solution was refluxed for 10 min. After concentration of the reaction mixture at reduced pressure the residue was taken up in methylene chloride (10 ml) and brine (2 ml). The phases were separated and the organic phase was dried over sodium sulphate, filtered and concentrated at reduced pressure. The residue was chromatographed on silica (ethyl acetate). Yield: 40 mg (46%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05430042
Source datasetuspto-grants-1995_07
ORD IDord-433884d7ab544c598c0ce9f168894793
Source noteuspto-grants-1995_07