Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trichloroacetyl isocyanate | HCID 76400 | — |
| Reactant | HCID 66791326 | HCID 66791326 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 149433996 | HCID 149433996 | — |
Reaction Steps
To a solution of tert-butyl 4-cyano-4-[(4-iodophenyl)amino]piperidine-1-carboxylate (22 g, 51.5 mmol) in DCM (150 mL) was added trichloroacetylisocyanate (6.12 mL, 51.5 mmol) dropwise. After stirring at rt for 1 h30, triethylamine (7.18 mL, 51.5 mmol), water (4.64 mL, 257.5 mmol) and methanol (10.43 mL, 257.5 mmol), and the reaction mixture was stirred at 40° C. for 3 h, cooled to rt, diluted with water (200 mL), and a purple solid was filtered on paper, washed with water and a small amount of DCM, and air dried to afford the desired product as a white solid. LRMS (M+1)=471.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399473B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-fb22da2cbbb74d309a6d71ff44e4b4ec |
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| Source note | uspto-grants-2013_03 |
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