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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693596Generated: October 31, 2026

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

https://huagongshe.com/reaction/1693596

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 numberUS08158659B2
Source datasetuspto-grants-2012_04
ORD IDord-2f7e34fc6d5b4aa0bbeedf392c7e492b
Source noteuspto-grants-2012_04