Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Nitrophenyl pyridin-2-ylcarbamate | HCID 10332773 | — |
| Reactant | HCID 67422788 | HCID 67422788 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67421889 | HCID 67421889 | 3.3% |
Reaction Steps
0.5 g of 4-(2,4-bis(benzyloxy)phenyl)piperidinium chloride is suspended in 5 ml of dimethylformamide and then 0.43 ml of N,N-diisopropylethylamine is added, as is 0.38 g of pyridin-2-ylcarbamic acid 4-nitrophenyl ester in solution in 2 ml of dimethylformamide. The reaction mixture is stirred for 24 hours at 80° C. It is heated at 80° C. for 24 hours. 50 ml of water are added, and the reaction mixture is then extracted with 50 ml of ethyl acetate. The solvents are evaporated off and then the residue is chromatographed on silica gel (70/30 heptane/ethyl acetate). 20 mg of 4-(2,4-bis(benzyloxy)phenyl)piperidine-1-carboxylic acid pyridin-2-ylamide are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299259B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-499a970afbee4185ab791204608588a3 |
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| Source note | uspto-grants-2012_10 |
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