Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | HCID 59174529 | HCID 59174529 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59174316 | HCID 59174316 | 43.6% |
Reaction Steps
A mixture of 4 (0.3 g, 1.52 mmol), 5 (0.61 g, 1.8 mmol), Pd(OAc)2 (0.017 g, 0.076 mmol), BINAP (0.066 g, 0.106 mmol) and Cs2CO3 (1.23 g, 3.78 mmol) in degassed toluene (20 mL) (toluene was purged with N2 for 30 min) was heated at 110° C. for 16 h under N2 atmosphere. The reaction mixture was cooled, diluted with EtOAc, washed with water and brine and dried over Na2SO4. Filtration followed by concentration under reduced pressure offered a residue which was further purified by column chromatography (SiO2, petroleum ether:ethyl acetate; 6:4) to obtain 6 (0.3 g, 39.5%) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09409921B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-e7ee642caac7453eae337c7d1548d5ce |
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| Source note | uspto-grants-2016_08 |
|---|