Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(4-BOC-Piperazino)phenylboronic acid | HCID 5233014 | — |
| Reactant | HCID 10287617 | HCID 10287617 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86590538 | HCID 86590538 | — |
Reaction Steps
To N2-[1-(4-bromophenyl)-2,2,2-trifluoroethyl]-N1-(cyanomethyl)-L-leucinamide (242 mg, 0.60 mmol), and 4-[4-(tert-butoxycarbonyl)-1-piperazinyl]phenylboronic acid (220 mg, 0.72 mmol) in DME (3 mL) under dry nitrogen was added 2M aqueous sodium carbonate (0.9 mL, 1.8 mmol) followed by the catalyst PdCl2(dppf) (63 mg, 0.077 mmol). The reaction was heated to 85° C. for 18 hours. Water was added and the product was extracted with EtOAc, the organic layer was dried over Na2SO4 and concentrated in vacuo. The crude product was purified by chromatography using EtOAc in hexane to afford tert-butyl (4′-{1-[((1S)-1-{[(cyanomethyl)amino]carbonyl}-3-methylbutyl)amino]-2,2,2-trifluroethyl}-1,1′-biphenyl-4-yl)-1-piperazinecarboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07375134B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-57d78cfe8e7249568944339efaa5eeb1 |
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| Source note | uspto-grants-2008_05 |
|---|
