Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate | HCID 34178604 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66700973 | HCID 66700973 | 69% |
Reaction Steps
Sodium t-butylate (5.4 mmol, 3.0 eq.) was added to a stirred mixture of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (1.8 mmol, 1.0 eq.) and 2-bromopyridine (1.8 mmol, 1.0 eq.) in toluene (30 ml) and the reaction mixture was degassed with N2 for 15-20 min. BINAP (0.108 mmol, 0.06 eq.) and Pd(OAc)2 (0.036 mmol, 0.02 eq.) were added and the reaction mixture obtained is heated at 120° C. for 12 h. The reaction mixture was filtered over Celite and the filtrate was concentrated in vacuo in order to obtain the crude product, which was purified by column chromatography (silica gel, 30% ethyl acetate in hexane). Yield: 69%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455475B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-db75af8762634b789f7e7cd36f85876a |
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| Source note | uspto-grants-2013_06 |
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