HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyltetrahydrofuran → 7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)-3,4-dihydroquinolin-2-yl dibenzylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyltetrahydrofuran | HCID 7301 | — |
| Reactant | Aripiprazole | HCID 60795 | — |
| Reactant | Carbamic chloride, bis(phenylmethyl)- | HCID 12712012 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)-3,4-dihydroquinolin-2-yl dibenzylcarbamate | HCID 56596956 | — |
Reaction Steps
A mixture of aripiprazole (1.5 g, 3.3 mmol), dibenzylcarbamoyl chloride (1.74 g, 6.7 mmol) silver carbonate (3.75 g, 13.4 mmol) and 2-methyltetrahydrofuran (30 mL) was heated at reflux for 4 days. The reaction mixture was cooled, diluted with ethyl acetate and water, and then filtered through celite. The organic phase was separated, dried over MgSO4 and evaporated. The residue obtained was further purified on silica eluting with ethyl acetate/tetrahydrofuran to give after evaporation of the major product containing fractions, Compound-80 (1.02 g) was a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592427B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-5cf09b555ca4406fabc9da44e6c3b023 |
| Source note | uspto-grants-2013_11 |