Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Methoxyphenylboronic acid | HCID 2733958 | — |
| Reactant | HCID 67252904 | HCID 67252904 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67255144 | HCID 67255144 | — |
Reaction Steps
A mixture of (1,1-Bis(diphenylphosphino)ferrocene)dichloropalladium(II), complexed with dichloromethane (1:1) (1.9 mg, 0.0000023 mol), 50 uL of 0.20 M 2-(5-bromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-3-ylamino)-1-(4-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl)-1H-benzoimidazole-5-carboxylic acid cyclopentylamide (0.0000116 mol) in dioxane and 92 uL of 0.25 M 2-methoxyphenylboronic acid (3.54 mg, 0.0000233 mol) in dioxane and 29 uL 2.0 M sodium carbonate in water was heated at 120° C. for 4 hours. The reaction mixture was cooled, and 2 mL of H2O was added followed by extraction with 2 mL of methylene chloride 3 times. The combined organic phases were concentrated and purified by flash chromatography with 50% EtOAc/Hexanes to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08293923B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-b81f6c53447147f484d757a21e5f042f |
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| Source note | uspto-grants-2012_10 |
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