HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 1-[2-(Tetrahydro-2h-pyranyloxy)ethyl]-4-(5-isoquinolyl)aminopiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(2-Bromoethoxy)tetrahydro-2H-pyran | HCID 86621 | — |
| Reactant | 5-Isoquinolinamine, N-4-piperidinyl-, hydrochloride | HCID 11436988 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[2-(Tetrahydro-2h-pyranyloxy)ethyl]-4-(5-isoquinolyl)aminopiperidine | HCID 21979920 | — |
Reaction Steps
A suspension of the compound of Example 20 (70 mg) and potassium carbonate (142 mg, Kokusan Chemical) in N,N-dimethylformamide (1.5 ml) was added with 2-(2-bromoethoxy)tetrahydro-2H-pyran (254 μl, Aldrich) and stirred at room temperature for 48 hours. The reaction mixture was added with acetone (10 ml), and insoluble matters were separated by filtration. Then, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=6:1) to obtain the title compound (40 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07094789B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-89e65fdcf54141689ca1a566dc61bce4 |
| Source note | uspto-grants-2006_08 |