HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66868904, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichlorobenzoyl chloride | HCID 66645 | — |
| Reactant | HCID 66868651 | HCID 66868651 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66868904 | HCID 66868904 | 106.7% |
Reaction Steps
2-(1-(1-(4-chlorophenyl)cyclobutyl)-3,4-dihydroisoquinolin-7-yloxy)ethanamine (80.0 mg, 0.15 mmol), 2,4-dichloro-benzoyl chloride (44.3 mg, 0.21 mmol), and triethyl amine (48.6 mg, 0.48 mmol) were dissolved in dichloromethane (2 ml) and stirred for 14 h at RT. Water was added and the mixture was extracted with ethyl acetate. The organic layers were washed with water and saturated NaCl solution, dried with MgSO4, and the solvent was removed. The residue was purified by flash chromatography on silica gel using methylenchloride/MeOH 98:2→95:5 to give 2,4-dichloro-N-(2-{1-[1-(4-chloro-phenyl)-cyclobutyl]-3,4-dihydro-isoquinolin-7-yloxy}-ethyl)-benzamide as a colourless oil (85.0 mg, 0.16 mmol, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957089B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-a1bf71f75f9d404aa1f7108a9da51891 |
| Source note | uspto-grants-2015_02 |