HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N2-(2-phenylethyl)-N7-(tetrahydro-2H-pyran-2-yloxy)-3,4-dihydroisoquinoline-2,7(1H)-dicarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Phenethyl isocyanate | HCID 160602 | — |
| Reactant | N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide | HCID 86656621 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N2-(2-phenylethyl)-N7-(tetrahydro-2H-pyran-2-yloxy)-3,4-dihydroisoquinoline-2,7(1H)-dicarboxamide | HCID 86656613 | 67.9% |
Reaction Steps
A mixture of 200 mg N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide, 117 mg phenylethyl-isocyanat, 98 mg HOBt, 278 mg EDC, 0.6 ml triethylamine and 8 ml DMF is stirred overnight at ambient temperature. The mixture is evaporated. The residue is purified by silica gel flash chromatography. 208 mg of the title compound are obtained after drying as colorless foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575193B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-4e7dcf35fadc4c2db3c5c3e3a240e9fe |
| Source note | uspto-grants-2013_11 |