HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 8-(Benzyloxy)-5-[(1R)-2-{benzyl[6-(4-phenylbutoxy)hexyl]amino}-1-(tetrahydro-2H-pyran-2-yloxy)ethyl]quinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-benzyl-6-(4-phenylbutoxy)hexan-1-amine | HCID 10914757 | — |
| Reactant | 8-(Benzyloxy)-5-[(1R)-2-bromo-1-(tetrahydro-2H-pyran-2-yloxy)ethyl]quinolin-2(1H)-one | HCID 11583396 | — |
| Product | 8-(Benzyloxy)-5-[(1R)-2-{benzyl[6-(4-phenylbutoxy)hexyl]amino}-1-(tetrahydro-2H-pyran-2-yloxy)ethyl]quinolin-2(1H)-one | HCID 11549412 | 54.3% |
Reaction Steps
8-(Benzyloxy)-5-[(1R)-2-bromo-1-(tetrahydro-2H-pyran-2-yloxy)ethyl]quinolin-2(1H)-one (100 mg), N-benzyl-6-(4-phenylbutoxy)hexan-1-amine (Tetrahedron Letters. 1994, 35, 9375) (112 mg) and diisopropylethylamine (77 μl) were heated in a reacti-vial at 120° C. for 4 h prior to cooling to room temperature. The mixture was purified by chromatography (Hexane-EtOAc 2:1, biotage) afforded the title compound (85 mg). LCMS RT=3.46 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402598B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-5631daf04a634b42b19a40ff5022ede7 |
| Source note | uspto-grants-2008_07 |