HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Phenylbutyric Acid → HCID 22113145, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Phenylbutyric Acid | HCID 4775 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 8-[3-(N-glycyl-N-methylamino)2,6-dichlorobenzyloxy]-2-methylquinoline | HCID 11795484 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22113145 | HCID 22113145 | 95.2% |
Reaction Steps
To a mixture of 8-[3-(N-glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methylquinoline (81 mg), 4-phenylbutyric acid (40 mg) and dimethylformamide (2 ml) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (50 mg) and 1-hydroxybenzotriazole (41 mg). After being stirred for an hour at ambient temperature, the mixture was poured into water and extracted with ethyl acetate. The organic layer was separated, washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin-layer chromatography (dichloromethane-methanol) to give 8-[2,6-dichloro-3-[N-methyl-N-(4-phenylbutyrylglycyl)-amino]benzyloxy]-2-methylquinoline (105 mg) as a colorless glass.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06169095A |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-932da89c9011482482bb4d9ef493ae21 |
| Source note | uspto-grants-2001_01 |