HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 178521909, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 178524088 | HCID 178524088 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178521909 | HCID 178521909 | 50% |
Reaction Steps
A mixture of Example 84A (0.359 g, 1.07 mmol), HOBt (0.218 g, 1.61 mmol), EDC (0.308, 1.61 mmol), cyclohexylamine (0.18 mL, 1.61 mmol), and Et3N (0.22 mL 1.61 mmol) in DMF (8 mL) was stirred at room temperature overnight. The reaction mixture was diluted with EtOAc and washed with NaHCO3 and brine. The organic layer was dried over MgSO4 filtered, concentrated, and triturated with ether to give 0.216 g (50%) of the desired product as yellow solid. MS (DCI/NH3) m/z: 408.0 (M+H)+; 1H NMR (300 MHz, DMSO46) δ ppm 1.09-1.44 (m, 5H) 1.58-1.91 (m, 5H) 3.48-3.67 (m, 2H) 3.77 (m, 1H) 7.61 (m, 1H) 7.86 (d, J=7.46 Hz, 1H) 8.02 (s, 1H) 8.23 (d, J=8.14 Hz, 1H) 13.27 (s, 0.5H) 13.58 (s, 0.5H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07320986B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-eef54e66450d451f880b3cc71949bc1a |
| Source note | uspto-grants-2008_01 |