HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405252Generated: October 30, 2026
Methylboronic Acid → Ethyl 3-(5-(2-formyl-3-methyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate
https://huagongshe.com/reaction/405252
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylboronic Acid | HCID 139377 | — |
| Reactant | Ethyl 3-(5-(3-chloro-2-formyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate | HCID 86674266 | — |
| 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-(2-formyl-3-methyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate | HCID 86674283 | — |
Reaction Steps
Ethyl 3-(5-(3-chloro-2-formyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate (150 mg, 0.35 mmol), methylboronic acid (31 mg, 0.53 mmol), Pd(dppf)Cl2 (34 mg, 0.05 mmol) and K3Pa4hydrate (322 mg, 1.40 mmol) were dissolved in 1,4-dioxane (2 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-5d4007b31560479a90579701385cf45b |
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| Source note | uspto-grants-2014_06 |
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