HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-[(3-Amino-5-cyanophenyl)amino]-7-chloro-1-[2-(piperidin-1-yl)ethyl]quinolin-1-ium chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Piperidine, 1-(2-chloroethyl)-, hydrochloride | HCID 74826 | — |
| Reactant | 3-Amino-5-[(7-chloroquinolin-4-yl)amino]benzonitrile hydrochloride | HCID 67248348 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-[(3-Amino-5-cyanophenyl)amino]-7-chloro-1-[2-(piperidin-1-yl)ethyl]quinolin-1-ium chloride | HCID 67246802 | 88% |
Reaction Steps
3-Amino-5-[(7-chloroquinolin-4-yl)amino]benzonitrile hydrochloride prepared from step B of example 19 (0.88 g, 2.98 mmol), 1-(2-chloroethyl)piperidine hydrochloride (0.55 g, 1 eq) and K2CO3 (0.83 g, 2 eq) were refluxed in 50 mL of acetonitrile for 48 h. The reaction mixture was then filtered. The filtrate was evaporated to yield expected compound as a yellow powder (0.58 g, 44% yield). m/z (ESI) 406.2 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680095B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-3b34b32088094f679fadafc492c7f071 |
| Source note | uspto-grants-2014_03 |