Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | [1,1′-Biphenyl]-4-methanamine, 4′-(trifluoromethoxy)-, hydrochloride (1:1) | HCID 22928457 | — |
| Reactant | Ethyl 2-methyl-2-(4-oxo-1-piperidinyl)propanoate | HCID 59264612 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 59264607 | HCID 59264607 | — |
Reaction Steps
A mixture of ethyl 2-methyl-2-(4-oxo-1-piperidinyl)propanoate (Int. A4) (1.09 g, 1.2 equiv), ({4′-[(trifluoromethyl)oxy]-4-biphenylyl}methyl)amine hydrochloride (Int. A2) (1.28 g, 1.0 equiv), DCE (21 ml) and acetic acid (0.27 ml, 1.1 equiv) was stirred at room temperature under nitrogen. Sodium triacetoxyborohydride (1.42 g, 1.5 equiv) was added and stirring continued for 3 hours. Aqueous sodium carbonate (2M solution, excess) was added and stirred for 45 min, then the mixture was partitioned with a mixture of diethyl ether/THF and water. The organic extracts were backwashed with water and brine, and dried over sodium sulfate and evaporated in vacuo. The desired product was obtained as a light yellow solid (2.14 g) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07705005B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-ffc425c6f3bb4d0e8ddd99681d0006c9 |
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| Source note | uspto-grants-2010_04 |
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