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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2224299Generated: October 31, 2026

Water → N-(2,6-dichloro-5-fluoro-pyridin-3-ylmethyl)-N-(2-vinyl-phenyl)-acetamide

https://huagongshe.com/reaction/2224299

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantN-(2-Ethenylphenyl)acetamideHCID 12464032—
Reactant3-(Bromomethyl)-2,6-dichloro-5-fluoropyridineHCID 59717573—
SolventDimethylformamideHCID 6228—
ProductN-(2,6-dichloro-5-fluoro-pyridin-3-ylmethyl)-N-(2-vinyl-phenyl)-acetamideHCID 5971757096%

Reaction Steps

To a stirred mixture of 1B (0.5 g, 1.93 mmol) and N-(2-vinyl-phenyl)-acetamide bb (0.314 g, 1.95 mmol) in DMF (5 mL) was added NaH (47 mg, 1.95 mmol) at 0° C. The reaction mixture was stirred for 30 minutes at room temperature, then poured into H2O (50 mL) and extracted with Et2O (20 mL). The Et2O layer was washed with H2O (2×20 mL), dried (MgSO4), filtered and concentrated in vacuo to give 1C (0.63 g, 96%). HPLC Rt=3.212 min. (Column: YMC ODS-A 4.6×50 mm (4 min.); Solvent A=10% MeOH, 90% H2O, 0.1% TFA; Solvent B=90% MeOH, 10% H2O, 0.1% TFA).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07378426B2
Source datasetuspto-grants-2008_05
ORD IDord-785737f82afe4b12b86355e8e4348efe
Source noteuspto-grants-2008_05