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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739658Generated: November 1, 2026

Water → HCID 54428942, compound

https://huagongshe.com/reaction/1739658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant5-Bromo-2-fluoro-3-methylpyridineHCID 12056902—
Reactant2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamideHCID 54472560—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54428942HCID 5442894262.3%

Reaction Conditions

Temperature25 °C

Reaction Steps

Sodium hydride (60%, 0.18 g, 4,5 mmol) was added to a solution of 2-hydroxymethyl-α-methyoxyimino-N-methyl-benzeneacetamide (1.0 g, 4.5 mmol) in dry THF (25 mL) and stirred for 10 minutes at 25° C. under N2 atmosphere. The pyridine product of Example 1 (0.86 g, 4.5 mmol) was added to this reaction mixture and stirred for 16 hours. Water (20 mL) was added and the resulting mixture was extracted with ether (3×50 mL), dried (anhydrous Na2SO4), filtered and concentrated in vacuo to yield crude residue (1.5 g), which was then triturated with ether/pentane to give α-(methoxyimino)-N-methyl-2-[[[5-bromo-3-methyl-2-pyridinyl]oxy]methyl]-benzeneacetamide (1.1 g) as a white solid. M.P. 115-116° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05968875
Source datasetuspto-grants-1999_10
ORD IDord-6f158ceb4b5b4723965e68f63ad13104
Source noteuspto-grants-1999_10