HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Methyl-8-(piperazin-1-yl)quinoline → 8-{4-[2-(5-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)-5-methoxy-1-benzofuran | HCID 23614442 | — |
| Product | 8-{4-[2-(5-Methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methyl-quinoline | HCID 11269616 | — |
Reaction Steps
8-{4-[2-(5-methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-methyl-quinoline was prepared by generally following the procedure outlined in example 21, step 6, starting from 2-(5-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 eluting it initially with 80% ethyl acetate:hexane and then with 5% methanol:ethyl acetate, yielding a brown oil. Yield: 150 mg (37%); (M+H): 402; 1HNMR (400 MHz, CDCl3): δ 8.82˜8.73 (dd, J1=1.7 Hz, J2=1.7 Hz, 1H); 8.03-802 (dd, J1=1.7 Hz, J2=1.7 Hz, 1H), 8.00˜6.88 (m, 7H); 3.87 (s, 3H) 3.49˜2.57 (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-5f2bd52c82594d98856becdd0a9a96b7 |
| Source note | uspto-grants-2007_10 |