HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 23136340, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | HCID 23136295 | HCID 23136295 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23136340 | HCID 23136340 | 97% |
Reaction Steps
A solution of (3-{[4-(3-ethoxy-3-oxopropyl)-2-fluorophenoxy]methyl}phenoxy)acetic acid (0.34 g, 0.90 mmol), methylamine hydrochloride (0.073 g, 1.08 mmol), triethylamine (0.22 g, 2.16 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.21 g, 1.08 mmol) and 1-hydroxybenzotriazole (0.15 g, 1.08 mmol) in DMF (7 mL) was stirred at room temperature for 18 hours. Then, water was added to the reaction mixture and extracted with ethyl acetate. The organic layer was washed successively with saturated brine and water, and concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=2:8) to give the title compound (0.34 g, yield 97%) as an oily matter.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008525B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-1225a844155f413c8a7bf9236e0b6a19 |
| Source note | uspto-grants-2011_08 |