HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7-chloro-N-[4-(4-methylpiperazin-1-yl)-3-[(4-methylpiperazin-1-yl) methyl]phenyl]quinolin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4,7-Dichloroquinoline | HCID 6866 | — |
| Reactant | 4-(4-Methylpiperazin-1-yl)-3-[(4-methylpiperazin-1-yl)methyl]aniline | HCID 67249234 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-chloro-N-[4-(4-methylpiperazin-1-yl)-3-[(4-methylpiperazin-1-yl) methyl]phenyl]quinolin-4-amine | HCID 67262011 | 48% |
Reaction Steps
4-(4-methylpiperazin-1-yl)-3-[(4-methylpiperazin-1-yl)methyl]aniline (68 mg, 0.22 mmol) and 4,7-dichloroquinoline (44 mg, 1 eq) were refluxed overnight in 10 mL of acetonitrile with 0.66 mL of HCl 1M. The reaction mixture was then evaporated and purified by preparative thin-layer chromatography (DCM/MeOH/NH4O/18/210.1) to yield expected compound as a pale yellow solid (49 mg, 48% yield). m/z (ESI) 465.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680095B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-114b68594d80430e993e3008a697c7bf |
| Source note | uspto-grants-2014_03 |