HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60802Generated: October 27, 2026
Binap, (A+-)- → rac-cis-(5-(4-Fluorophenyl)-2-methylthiazol-4-yl)(3-methyl-2-(((4-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)methanone
https://huagongshe.com/reaction/60802
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 2-Bromo-4-(trifluoromethyl)pyridine | HCID 2781543 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | Rac-cis-(2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone | HCID 117727897 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | rac-cis-(5-(4-Fluorophenyl)-2-methylthiazol-4-yl)(3-methyl-2-(((4-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)methanone | HCID 131737130 | — |
Reaction Steps
A mixture of rac-cis-(2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone, 2-bromo-4-(trifluoromethyl)pyridine, Pd2dba3, BINAP, and NaOtBu in toluene was purged with argon, and then stirred at 70° C. for 12 h. The reaction was cooled, filtered through a pad of silica gel and concentrated in vacuo. The crude reaction mixture was purified by reverse-phase preparative HPLC to afford the title compound. MS (ESI) 492.97 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09440982B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-5cc26c16117d4e4ebaec3ff0e93a807c |
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| Source note | uspto-grants-2016_09 |
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