Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Reactant | HCID 58423762 | HCID 58423762 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 46178810 | HCID 46178810 | 21.3% |
Reaction Steps
Pd(PPh3)4 (15.13 mg, 0.013 mmol) is added to the solution of 2′-amino-6-bromo-1′,2,2-trimethylspiro[chroman-4,4′-imidazol]-5′(1′H)-one (44.15 mg, 0.13 mmol) and 3-cyanophenylboronic acid (19.25 mg, 0.13 mmol) in dimethyl-benzene (5 mL) and an aqueous solution of Na2CO3 (2 M, 0.24 mL). The mixture is heated at 90° C. in an oil bath overnight. The mixture is concentrated to give the crude product, which is purified by preparative TLC to give the desired product 3-(2′-amino-1′,2,2-trimethyl-5′-oxo-1′,5′-dihydrospiro[chroman-4,4′-imidazole]-6-yl)benzonitrile (10 mg, 15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08450308B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-ae6960c503da4b9aa42357bb7b8d8220 |
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| Source note | uspto-grants-2013_05 |
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