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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724864Generated: October 31, 2026

Acetic Acid → HCID 57561071, compound

https://huagongshe.com/reaction/1724864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ReactantHCID 46203234HCID 46203234—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57561071HCID 57561071—

Reaction Steps

Heat a solution of 2-amino-4-(3-trifluoromethyl-pyridin-2-yl)-benzoic acid methyl ester (296 mg, 1.0 mmol) and acetic acid (1 mL) in dioxane (2 mL) at 60° C. for 3 hours. Cool the mixture, add water (1 mL) and evaporate to dryness. Dissolve the solid in THF (4 mL) and add drop wise to a solution of potassium bis(trimethylsilyl)amide (600 mg, 3.0 mmol) in toluene (6 mL) at −78° C. Allow the reaction to return to room temperature overnight. Add water (10 mL) and extract with ethyl acetate. Acidify the aqueous layer with hydrochloric acid and collect the precipitate by filtration. Air-dry to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488740B2
Source datasetuspto-grants-2009_02
ORD IDord-fad920d4db394ebf97236c1ae9946896
Source noteuspto-grants-2009_02