Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Aminotetrahydropyran | HCID 419223 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | HCID 71227653 | HCID 71227653 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 71235283 | HCID 71235283 | — |
Reaction Steps
To a suspension of 6-iodo-3-(3-(trifluoromethyl)phenyl)-[1,2,4]triazolo[4,3-a]pyridine (0.101 g, 0.26 mmol) and tetrahydro-2H-pyran-4-amine (0.131 g, 1.30 mmol) in toluene (1 mL) was added rac-Binap (0.049 g, 0.078 mmol), Pd(OAc)2 (0.012 g, 0.052 mmol) and Cs2CO3 (0.169 g, 0.52 mmol). It was flushed with argon then heated at 110° C. overnight. It was absorbed on SiO2 and purified on column chromatography on SiO2 with 60% 15% MeOH/EA in hexane. This product was further purified on C18 column chromatography using 20-40% ACN in water.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09416132B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-b738c0065c7e4ea995af3260e7ccc5bb |
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| Source note | uspto-grants-2016_08 |
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