HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 19603467, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 4-[(chlorocarbonyl)oxy]benzoate | HCID 854163 | — |
| Reactant | 8-[3-(N-glycyl-N-methylamino)2,6-dichlorobenzyloxy]-2-methylquinoline | HCID 11795484 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19603467 | HCID 19603467 | 27.8% |
Reaction Steps
To a suspension of 8-[3-(N-glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methylquinoline (100 mg) in tetrahydrofuran were added triethylamine (18.8 mg) and 4-methoxycarbonylphenyl chloroformate (39.8 mg) at 0° C. under nitrogen atmosphere, and the mixture was stirred for 1 hour at the same temperature. The solvent was removed, and ethyl acetate and water were added to the residue. The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by preparative thin-layer chromatography (ethyl acetate:n-hexane=2:1, V/V) to give 8-[2,6-dichloro-3-[N-[(4-methoxycarbonylphenoxycarbonyl)glycyl]-N-methylamino]benzyloxy]-2-methylquinoline (30 mg) as an amorphous powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05994368 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-61c94e894d664c64a918aa2073d88015 |
| Source note | uspto-grants-1999_11 |