HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Methyl 3-(4-{4-[1-(2-chlorophenyl)ethoxycarbonylamino]-3-isoxazolyl}benzylsulfanyl)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 3-mercaptopropionate | HCID 18050 | — |
| Reactant | 1-(2-Chlorophenyl)ethyl[3-(4-chloromethylphenyl)isoxazolyl]carbamate | HCID 86607419 | — |
| Product | Methyl 3-(4-{4-[1-(2-chlorophenyl)ethoxycarbonylamino]-3-isoxazolyl}benzylsulfanyl)propionate | HCID 11454331 | 66% |
Reaction Steps
1-(2-Chlorophenyl)ethyl[3-(4-chloromethylphenyl)isoxazolyl]carbamate (3.51 g, 8.97 mmol) was dissolved in dichloromethane (70 ml), methyl 3-mercaptopropionate (4.46 g, 37.11 mmol) and triethylamine (5.45 g, 53.86 mmol) were added, and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (hexane:ethyl acetate=4:1) to give the title compound (2.80 g, 66%). The 1H-NMR and MS spectrum of the compound obtained here matched with the spectrum of the compound obtained in Example 1, Step A-7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517996B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-8d45bb2ef7184b9c8cedb524c835feab |
| Source note | uspto-grants-2009_04 |