HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Diethylaniline → HCID 178436232, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Diethylaniline | HCID 11369 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178524939 | HCID 178524939 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178436232 | HCID 178436232 | 35.8% |
Reaction Steps
A suspension of 8-oxo-1,4,5,6,7,8-hexahydrocyclohepta[c]pyrazole-3-carboxylic acid (0.045 g, 0.232 mmol) in anhydrous DMF (2 mL) was treated with HOBt (0.047 g, 0.347 mmol), EDCI (0.065 g, 0.347 mmol), 2,6-diethylaniline (0.253 mL, 0.925 mmol) and DIPEA (0.188 mL, 1.390 mmol). The reaction was stirred at room temperature overnight. The reaction was diluted with water, extracted with AcOEt (2×20 mL). The organic fractions were combined, dried over Na2SO4, filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel (eluant: AcOEt/hexane 2/8) provided 0.027 g (35% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916577B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-da3849d77ffb4bb3aa8e1820718bf244 |
| Source note | uspto-grants-2014_12 |