HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 57561071, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | HCID 46203234 | HCID 46203234 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57561071 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07488740B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-fad920d4db394ebf97236c1ae9946896 |
| Source note | uspto-grants-2009_02 |