HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Bromo-2H-1,3-benzodioxol-4-ol → 4-(6-Bromo-2,3-methylenedioxyphenoxy)-3-cyano-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Bromo-2H-1,3-benzodioxol-4-ol | HCID 11053094 | — |
| Reactant | 4-Chloro-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinoline-3-carbonitrile | HCID 11749177 | — |
| Product | 4-(6-Bromo-2,3-methylenedioxyphenoxy)-3-cyano-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinoline | HCID 17980569 | 52% |
Reaction Steps
Using an analogous procedure to that described in Example 14, 4chloro-3-cyano-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinoline was reacted with 6-bromo-2,3-methylenedioxyphenol to give the title compound as a solid in 52% yield; NMR Spectrum: (DMSOd6 and CF3CO2D) 2.25-2.4 (m, 2H), 2.95 (s, 3H), 3.24-4.0 (m, 8H), 3.48 (m, 2H), 3.98 (s, 3H), 4.35 (m, 2H) 6.02 (s, 1H), 6.08 (s, 1H), 6.92 (d, 1H), 7.25 (d, 1H), 7.6 (d, 2H), 8.9 (s, 1H); Mass Spectrum: M+H+ 555 and 557.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501516B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-3944141735ad4ac9aaabaa3d9eb6575c |
| Source note | uspto-grants-2009_03 |