HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoylamino)-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | Methyl 3-aminopropanoate hydrochloride | HCID 2734767 | — |
| Reactant | 3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid | HCID 67344002 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoylamino)-propionic acid methyl ester | HCID 67341715 | 101.9% |
Reaction Steps
Combine 3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid (0.033 g, 0.07 mmol), PyBOP (0.044 g, 0.084 mmol), 3-amino-propionic acid methyl ester hydrochloride (0.0195 g, 0.14 mmol) and triethyl-amine (0.04 mL, 0.28 mmol) in N,N-dimethyl-formamide (1.5 mL). Stir for sixteen hours at room temperature. Dilute reaction with ethyl acetate and water. Wash organic layer with water two times then wash with saturated sodium chloride solution. Dry organic fraction with Na2SO4, filter and concentrate under reduced pressure. Purify on silica gel chromatography (30-80% Ethyl acetate/hexanes gradient) to provide 0.04 g of title compound (99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989457B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-df91db0100a547e289f125d4df2b25db |
| Source note | uspto-grants-2011_08 |