HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405251Generated: October 29, 2026
2,6-Dichloro-4-(trifluoromethyl)benzaldehyde → Ethyl 3-(5-(3-chloro-2-formyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate
https://huagongshe.com/reaction/405251
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,6-Dichloro-4-(trifluoromethyl)benzaldehyde | HCID 14793914 | — |
| Reactant | Ethyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamido)propanoate | HCID 71059832 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 3-(5-(3-chloro-2-formyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate | HCID 86674266 | — |
Reaction Steps
2,6-Dichloro-4-(trifluoromethyl)benzaldehyde (3.2 g, 13.2 mmol), ethyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamido)propanoate (1.5 g, 4.4 mmol), Pd(dppf)Cl2 (320 mg, 0.4 mmol) and K3Pa4hydrate (3.0 g, 13.2 mmol) were dissolved in 1,4-dioxane (200 mL) and the resulting mixture was heated to 90° C. After 10 h the resulting mixture was diluted with water and extracted with EtOAc. The combined organic extracts were dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748624B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-50bc7f0a6f3648f29cc479efd9b6d6c0 |
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| Source note | uspto-grants-2014_06 |
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