Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-(Tributylstannyl)-1,3-thiazole | HCID 2763259 | — |
| Reactant | HCID 86695637 | HCID 86695637 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69081742 | HCID 69081742 | — |
Reaction Steps
A mixture of 1-((2-bromopyridin-4-yl)methyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one (43 mg; 0.10 mmol; compound corresponding to example 36), commercially available 2-(tributylstannyl)thiazole (144 mg; 0.38 mmol), and PdCl2(PPh3)2 (7.5 mg; 0.01 mmol) in anh. THF (3 ml) was heated to 75° C., under nitrogen, for 24 h. After cooling to rt, water and AcOEt were added. The separated aq. layer was further extracted with AcOEt. The mixed organic layers were washed with brine, dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.75 min.; [M+H]+: 410.00 g/mol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09242970B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-2dc53060082e46daa77817236578d53f |
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| Source note | uspto-grants-2016_01 |
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