HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 3-{4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | Methyl 3-aminopropanoate hydrochloride | HCID 2734767 | — |
| Reactant | 4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoic acid | HCID 67341570 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 3-{4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acid methyl ester | HCID 67343086 | 60% |
Reaction Steps
4-[1-(4′-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoic acid (0.018 g, 0.04 mmol), PyBOP (0.027 g, 0.05 mmol), 3-amino-propionic acid methyl ester hydrochloride (0.011 g, 0.08 mmol), and ethyl-diisopropyl-amine (0.03 mL, 0.18 mmol) are dissolved in N,N-dimethyl-formamide (1 mL) and stirred for sixteen hours. The mixture is diluted with ethyl acetate, washed with water two times then brine. Organic layers are dried over sodium sulfate, filtered and concentrated under reduced pressure. Column chromatography on silica gel with 0-70% ethyl acetate/hexane gradient affords 0.012 g (0.02 mmol, 60%) of title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989457B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-a9d4e8196f6f47d6b985d69df99273bb |
| Source note | uspto-grants-2011_08 |