HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 6-benzylamino-3,4-dihydro-2H-isoquinolin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Fluoro-1,2,3,4-tetrahydroisoquinolin-1-one | HCID 10725709 | — |
| Solvent | Benzylamine | HCID 7504 | — |
| Product | 6-benzylamino-3,4-dihydro-2H-isoquinolin-1-one | HCID 67223915 | 35% |
Reaction Steps
A solution of 6-fluoro-3,4-dihydro-2H-isoquinolin-1-one (300 mg, 1.81 mmol) and potassium carbonate (550 mg, 3.98 mmol) in benzylamine (1.5 ml) was stirred at 180° C. in a microwave for 2 hrs. The solvent was evaporated and the resulting residue partitioned between ethyl acetate (10 ml) and water (10 ml). The organic phase was separated, washed with brine (10 ml), then dried (MgSO4) and evaporated in vacuo. The crude residue was purified by preparative HPLC (Method A) to yield the title compound as a colourless solid (80 mg, 18%). HPLC retention time 3.81 min. Mass spectrum (ES+) m/z 253 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399481B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-fa7e5e71fe5642d8a90aa87b2e5ae477 |
| Source note | uspto-grants-2013_03 |