Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bis(adamantan-1-yl)(butyl)phosphane | HCID 11371790 | — |
| Reactant | Potassium cyclopropyltrifluoroborate | HCID 23697338 | — |
| Reactant | HCID 86673379 | HCID 86673379 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene water | HCID 22272177 | — |
| Product | HCID 67326575 | HCID 67326575 | 22.9% |
Reaction Steps
tert-Butyl 4-{4-[2-(4-iodophenoxy)ethyl]benzyl}piperazine-1-carboxylate (209 mg), potassium cyclopropyltrifluoroborate (86 mg), Pd(OAc)2 (6 mg), di(1-adamantyl)-n-butyl-phosphine (13 mg), Cs2CO3 (391 mg), and toluene/water (10:1) (3.3 mL) were mixed in a 5 mL process vial. The vial was sealed, and the reaction mixture was heated with microwaves to 130° C. for 1 hour. After filtration through a Celite pad, the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=1/0 to 0/1) to give tert-butyl 4-{4-[2-(4-cyclopropylphenoxy)ethyl]benzyl}piperazine-1-carboxylate as a pale yellow solid (40 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722663B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-5d02b3249fd3490f98719c1a3f298fcc |
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| Source note | uspto-grants-2014_05 |
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