HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (3,4-Dichlorobenzyl)-(2-methyl-8-morpholin-4-yl-quinolin-4-yl)-amine hydrobromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bis(2-bromoethyl) ether | HCID 21521 | — |
| Reactant | N*4*-(3,4-Dichlorobenzyl)-2-methylquinoline-4,8-diamine | HCID 59474762 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (3,4-Dichlorobenzyl)-(2-methyl-8-morpholin-4-yl-quinolin-4-yl)-amine hydrobromide | HCID 68494369 | 17.1% |
Reaction Steps
N*4*-(3,4-Dichlorobenzyl)-2-methylquinoline-4,8-diamine (60.0 mg, 0.181 mmole) and bis(2-bromoethyl)ether (83.7 mg, 0.361 mmole) in dimethylformamide (1 mL), were stirred at 100° C. for 90 min in a microwave oven. Water was added and the mixture was extracted with dichloromethane. The organic phases were washed with saturated NaCl solution, dried and the solvent was removed. The residue thus obtained was purified using silica gel chromatography, eluting with dichloromethane:water 90:10. Precipitation in ethyl acetate gave a brownish solid (15 mg, 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420670B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-76ccdd7f4bb7404387ac0ae8f053c1fe |
| Source note | uspto-grants-2013_04 |