Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methylboronic Acid | HCID 139377 | — |
| Reactant | HCID 58034362 | HCID 58034362 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58034428 | HCID 58034428 | — |
Reaction Steps
A 20 ml scintillation vial containing Compound (20-4) (40 mg, 0.07 mmol, 1 eq.), methylboronic acid (84 mg, 1.4 mmol, 2 eq.), Cs2CO3 (226 mg, 0.70 mmol, 1 eq.), and dioxane (5.0 ml) was evacuated and flushed three times with nitrogen. Then PdCl2(dppf)-CH2Cl2 (24 mg, 0.03 mmol, 0.5 eq.) was added and the resulting solution was evacuated and flushed three times with nitrogen. The mixture was heated at 80° C. for 2.5 h. Then it was allowed to cool. The solvent was removed in vacuo. The residue was dissolved in CH2Cl2 (10 mL). After filtration and concentration, it was purified by silica gel chromatography by using MeOH and CH2Cl2 as the mobile phases to furnish Compound (20-5) as a yellowish solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08614221B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-d26ccfb217d34c91ba1f32637847bc9f |
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| Source note | uspto-grants-2013_12 |
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