HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66750848, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Monoethyl malonate | HCID 70615 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 66750915 | HCID 66750915 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66750848 | HCID 66750848 | 87% |
Reaction Steps
A mixture of 1-(2-tert-butyl-4-chlorophenyl)piperazine dihydrochloride (Reference Example 20, 0.40 g, 1.23 mmol), 3-ethoxy-3-oxopropanoic acid (0.19 g, 1.47 mmol), triethylamine (514 μL, 3.69 mmol), EDCI (0.23 g, 1.47 mmol) and HOBt (0.23 g, 1.47 mmol) in N,N-dimethylformamide (10 mL) was stirred at room temperature for 16 h. The reaction mixture was added to saturated NaHCO3 solution and extracted with ethyl acetate. The extract was washed with saturated NaHCO3 solution and brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate 80:20 to 20:80) to give the title compound (0.39 g, 87%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853215B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-d990c72a5f8a4a1b908fb6f49649493b |
| Source note | uspto-grants-2014_10 |