HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane ethylacetate → 2-Adamantan-1-yl-N-(2-benzyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-5-yl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane ethylacetate | HCID 21226138 | — |
| Reactant | 2-Adamantan-1-yl-N-(2-benzyl-1-oxo-1,2-dihydro-isoquinolin-5-yl)-acetamide | HCID 25063764 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Adamantan-1-yl-N-(2-benzyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-5-yl)-acetamide | HCID 25063765 | 84% |
Reaction Steps
A 50 mL round-bottom flask was charged with a solution of 2-Adamantan-1-yl-N-(2-benzyl-1-oxo-1,2-dihydro-isoquinolin-5-yl)-acetamide (14 mg, 0.033 mmol) in absolute ethanol (6 mL) and 10% Pd/C (10 mg). The reaction vessel was evacuated and filled with hydrogen via balloon. The reaction suspension was stirred at room temperature under hydrogen (1 atm) for 17 h. The resulting mixture was filtered and the filtrate was concentrated on a rotary evaporator. The crude product was purified by prep. TLC using DCM/EtOAc (3:1) as the elutant affording the title compound (11.8 mg, 0.027 mmol, 84% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402596B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-df051c8c7b884de0a12de4845e677ec1 |
| Source note | uspto-grants-2008_07 |