HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-[2-(3-chloro-2,2-dimethylbutyryl)aminophenyl]piperidin-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloro-2,2-dimethylpropanoyl chloride | HCID 61345 | — |
| Reactant | 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(2-aminophenyl)piperidin-3-ol | HCID 69312998 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-[2-(3-chloro-2,2-dimethylbutyryl)aminophenyl]piperidin-3-ol | HCID 69310366 | — |
Reaction Steps
The solution of 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexane carbonyl]amino]-1-(2-aminophenyl)piperidin-3-ol (4.0 g) obtained in Step 2 in 30 ml of dichloromethane was cooled to 0° C. 2.2 ml of triethylamine and 2.1 ml of 3-chloropivaloyl chloride were added dropwise to the reaction mixture, which was then stirred for about 2 hours at room temperature. 20 ml of iced water was added to the reaction mixture. The resulting organic layer was dried and concentrated on sodium sulfate. The resulting residue was crystallized with ethyl acetate to give 4.1 g of the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07342027B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-dc7fa080eb0648fc90b6bf898443dd87 |
| Source note | uspto-grants-2008_03 |