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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183548Generated: November 1, 2026

Water → 4-[4-Bromo-2-butyl-5-(hydroxyiminomethyl)imidazol-1-ylmethyl]-2,3-difluorobenzoic acid methyl ester

https://huagongshe.com/reaction/1183548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant4-(4-Bromo-2-butyl-5-formyl-imidazol-1-ylmethyl)-2,3-difluorobenzoic acid methyl esterHCID 86624361—
Product4-[4-Bromo-2-butyl-5-(hydroxyiminomethyl)imidazol-1-ylmethyl]-2,3-difluorobenzoic acid methyl esterHCID 8662436283.7%

Reaction Steps

Intermediate (8a) (4.1 g, 10 mmol) was dissolved in pyridine (20 mL, 200 mmol), and water (10 mL, 600 mmol). NH2OH.HCl (898 mg, 12.9 mmol) was added and the mixture was stirred at room temperature overnight. The reaction was quenched by the addition of water (20 mL) and the mixture stirred for 20 minutes. The resulting solid was filtered and dried to yield 3.6 g of intermediate (8b) as a light yellow solid. MS m/z: [M+H+] calcd for C17H18BrF2N3O3, 431.24; found 432.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664254B2
Source datasetuspto-grants-2014_03
ORD IDord-80680c8ae1524b30aad9a1c6c4097a93
Source noteuspto-grants-2014_03