HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 68687822, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 68688549 | HCID 68688549 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68687822 | HCID 68687822 | 68.2% |
Reaction Steps
Cesium carbonate (0.18 g) was added to a solution of N-(2,4-dimethoxybenzyl)-2-chloro-N-(((3R)-1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)propanamide (0.18 g, 0.44 mmol) in DMF (4.7 ml). After stirring at ambient temperature for 3 h, the reaction was transferred to a separatory funnel with EtOAc. Extraction with EtOAc, washing the organic layer with water (3×) and brine and drying over MgSO4 afforded 0.15 g of crude product. Flash chromatography (SiO2, 0.2 to 10% MeOH in CH2Cl2) gave pure product (0.11 g, 68%). MS (ESI) 367 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244843B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-daf19ee59b7745b0a4c75cbf6a5e2366 |
| Source note | uspto-grants-2007_07 |