Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pivalic acid | HCID 6417 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 86625843 | HCID 86625843 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86625845 | HCID 86625845 | 68.4% |
Reaction Steps
To an N-methyl-2-pyrrolidone (10 mL) solution of 0.47 g of pivalic acid was added 0.76 g of 1,1′-carbonyldiimidazole at room temperature, which was then stirred at the same temperature for 1 hour and 20 minutes. An N-methyl-2-pyrrolidone (10 mL) solution of 1.00 g of 4-{3-[4-(3-{4-[amino(hydroxyimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamide=oxime was added to the mixture at room temperature, which was then stirred at the same temperature for 2 hours. The reaction mixture was added a mixture of ethyl acetate and water. The precipitate was collected by filtration and washed with ethyl acetate to provide 0.81 g of 4-{3-[4-(3-{4-[amino(2,2-dimethylpropionyloxyimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamide=O-(2,2-dimethylpropionyl)oxime as white solid form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07700623B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-afeb7208f83546d595505d41604790ff |
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| Source note | uspto-grants-2010_04 |
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