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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78079Generated: October 26, 2026

Acetic Acid → 5-Fluoro-2-(3-fluoro-4-((E)-2-nitro-vinyl)phenoxymethyl)-pyridine

https://huagongshe.com/reaction/78079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant2-Fluoro-4-(5-fluoro-pyridin-2-ylmethoxy)benzaldehydeHCID 59255356—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product5-Fluoro-2-(3-fluoro-4-((E)-2-nitro-vinyl)phenoxymethyl)-pyridineHCID 5925507794.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

To an acetic acid (20.0 mL) solution of 2-fluoro-4-(5-fluoro-pyridin-2-ylmethoxy)-benzaldehyde (901 mg, 3.62 mmol) described in Manufacturing Example 96-1-1 were added nitromethane (1.10 g, 18.1 mmol) and ammonium acetate (558 mg, 7.24 mmol) under nitrogen atmosphere, which was stirred for 2 hours at 110° C. Water and ethyl acetate were added to the reaction mixture, and the organic layer was extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (1.00 g) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-5258d72a2f504e6bacb86bedab4c9dec
Source noteuspto-grants-2014_09