Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | HCID 86761275 | HCID 86761275 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | HCID 86761274 | HCID 86761274 | — |
Reaction Steps
To a solution of 58 mg (0.12 mmol) of the product of Step A and 27 mg (0.19 mmol) of 4-fluorophenylboronic acid in 4 mL of 1:1 ethanol/toluene was added 0.60 mL (1.2 mmol) 2N aqueous sodium carbonate solution followed by 200 mg (0.245 mmol) of [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium (II). The resulting solution was stirred under nitrogen at 100° C. for 24 h, then allowed to cool to ambient temperature. The reaction mixture was then filtered through a pad of Celite and the filter cake washed with ethyl acetate and methanol. The combined filtrate and washings were concentrated and the crude material was purified by reverse phase HPLC (YMC Pro-C18 column, gradient elution, 10 to 90% acetonitrile/water with 0.1% TFA) to afford the title compound as a yellow oil. LC/MS 537.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07884104B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-77841864b88644fe80fc70c4b546ad18 |
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| Source note | uspto-grants-2011_02 |
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