HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Methyl-8-(piperazin-1-yl)quinoline → 8-{4-[2-(6-Methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methyl-quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Methyl-8-(piperazin-1-yl)quinoline | HCID 20701156 | — |
| Reactant | 3-(2-Iodoethyl)-6-methoxy-1-benzofuran | HCID 23614445 | — |
| Product | 8-{4-[2-(6-Methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methyl-quinoline | HCID 11361623 | — |
Reaction Steps
8-{4-[2-(6-methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methyl-quinoline was prepared by generally following the procedure outlined in example 9, step 6, starting from the step of 2-(6-methoxy-1-benzofuran-3-yl)ethyl iodide (301 mg, 1 mmol) and 6-methyl-8-piperazino quinoline (227 mg, 1 mmol). The product was purified by silica-gel column chromatography by initially eluting it with 80% ethyl acetate:hexane and then with 5% methanol:ethyl acetate, yielding a brown oil Yield: 210 mg (52%); (M+H): 402; 1HNMR (400 MHz, CDCl3):δ 8.81˜8.80 (dd, J1=1.8 Hz, J2=1.8 Hz, 1H); 8.02˜7.99 (dd, J1=1.8 Hz, J2=1.8 Hz, 1H) 7.46˜6.88 (m, 7H); 3.9 (s, 3H); 3.60˜2.82 (m, 12H); 2.5 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07276603B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-92313da60f574ad7aaf845c3dff2dc03 |
| Source note | uspto-grants-2007_10 |