HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178433008, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(2-Tert-butylphenyl)piperazine dihydrochloride | HCID 66751149 | — |
| Reactant | HCID 178433052 | HCID 178433052 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178433008 | HCID 178433008 | 89.2% |
Reaction Steps
A mixture of 1-(2-tert-butylphenyl)piperazine dihydrochloride (Reference Example 1, 1.63 g, 5.60 mmol), 2-methyl-1H-imidazole-4-carboxylic acid (1.0 g, 6.16 mmol), triethylamine (3.12 mL, 22.4 mmol), EDCI (0.96 g, 6.16 mmol) and HOBt (0.94 g, 6.16 mmol) in N,N-dimethylformamide (20 mL) was stirred at room temperature for 16 h. To the reaction mixture was added saturated NaHCO3 solution and extracted with ethyl acetate. The extract was washed with saturated NaHCO3 solution, 1 M HCl 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 98:2 to 75:25) to give the title compound (1.63 g, 89%) 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-66c539f53c984cad979a23024b83efa4 |
| Source note | uspto-grants-2014_10 |