HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889701Generated: October 30, 2026
Sodium Carbonate → 4-Methyl-2-(5-pyridin-2-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester
https://huagongshe.com/reaction/889701
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Pyridine-2-boronic acid, pinacol ester | HCID 11241171 | — |
| Reactant | 4-Methyl-2-(5-trifluoromethanesulfonyloxy-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester | HCID 57755055 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-Methyl-2-(5-pyridin-2-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester | HCID 57666026 | 33% |
Reaction Steps
To a solution of 4-Methyl-2-(5-trifluoromethanesulfonyloxy-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester, compound 1g (105 mg, 0.205 mmol) in dimethoxyethane (1.4 mL), was added 2-pyridine boronic acid pinacol ester adduct (169 mg, 0.41 mmol), and 2M Na2CO3 (0.31 ml, 0.614 mmol). The mixture was degassed, tetrakis(triphenylphosphine)palladium (0) (24.0 mg, 0.02 mmol) was added and the mixture was degassed again, and then heated to 80° C. overnight. The reaction was cooled to room temperature, diluted with EtOAc and washed with NaHCO3 and brine. Purification by column chromatography gave the title compound (30 mg, 33%). Calcd for C26H26F3NO2 (M+H) 441.49, Found 442.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08252935B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-579e8a5de1994b30a81d7243bc35e239 |
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| Source note | uspto-grants-2012_08 |
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