HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Methyl 3-fluoro-4-hydroxybenzoate | HCID 7019368 | — |
| Reactant | 1-[6-(4-Trifluoromethyl-phenyl)-pyridin-3-yl]-heptan-1-ol | HCID 59729426 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid methyl ester | HCID 67342037 | 57% |
Reaction Steps
Combine 1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptan-1-ol (0.050 g, 0.15 mmol) and 3-fluoro-4-hydroxy-benzoic acid methyl ester (0.030 g, 0.18 mmol) in toluene (0.5 mL). Add 1,1′-(diazocarbonyl)dipiperidine (0.057 g, 0.23 mmol) followed by tributyl-phosphine (0.06 mL, 0.23 mmol) under inert atmosphere. Stir at room temperature for 16 hours. Dilute reaction with ethyl acetate filter and remove solvent under reduced pressure. Purify on silica gel chromatography (0-40% ethyl acetate/hexane gradient) to provide 0.04 g of title compound (57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989457B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-2f5d59a80d184d05a9a70aca7a3be0b1 |
| Source note | uspto-grants-2011_08 |