HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86674214, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane | HCID 10997426 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | HCID 86674213 | HCID 86674213 | — |
| Catalyst | Palladium (II) acetate | HCID 4144353 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86674214 | HCID 86674214 | — |
Reaction Steps
Methyl 3′-chloro-2′-formyl-5′-(trifluoromethyl)-[1,1′-biphenyl]-4-carboxylate (430 mg, 1.3 mmol), 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (0.59 mL, 3.1 mmol), S-PHOS (103 mg, 0.3 mmol), Pd(Oac)2 (28 mg, 0.1 mmol) and K3PO4hydrate (1.3 g, 6.3 mmol) were dissolved in 1,4-dioxane (5 mL) and water (0.3 mL) and the resulting mixture was heated to 90° C. After 16 h the resulting mixture was cooled to room temperature and filtered through CELITE. The filtrate was diluted EtOAc, washed with water and saturated aqueous NaHCO3, dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045389B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-12f2bf923f66403d82fbb06d77a9adea |
| Source note | uspto-grants-2015_06 |