HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69031Generated: October 25, 2026
Methanol → 1-methyl-6-[3-(quinolin-6-ylamino)propoxy]-1H-quinolin-2-one
https://huagongshe.com/reaction/69031
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 6-Aminoquinoline | HCID 11373 | — |
| Reactant | 6-(3-iodopropoxy)-1-methyl-1H-quinolin-2-one | HCID 66960607 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-methyl-6-[3-(quinolin-6-ylamino)propoxy]-1H-quinolin-2-one | HCID 66961547 | 48% |
Reaction Steps
6-Aminoquinoline (360 mg) was added to the methanol solution (10 ml) of 6-(3-iodopropoxy)-1-methyl-1H-quinolin-2-one (172 mg) and stirred at 60° C. for 17 hours. The reaction mixture was added to ice water, and extraction with dichloromethane was performed. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:0→4:1). The purified product was condensed under reduced pressure to give the title compound (86.4 mg) as a yellow amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08822453B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-2f6374596bc5445d870c3e670a90bc45 |
|---|
| Source note | uspto-grants-2014_09 |
|---|