Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Reactant | HCID 10172265 | HCID 10172265 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 86590747 | HCID 86590747 | 32% |
Reaction Steps
To a solution of 1.4 g (4 mmol) of 2-(7-Bromo-3-[2-methoxyethoxy]-naphthalen-2-yl)-4,5-dihydro-1H-imidazole in 80 ml 1,4-dioxane was added under argon 0.46 g (0.4 mmol) of Pd(PPh3)4 and 8 ml of 2M Na2CO3. After stirring at room temperature for 20 minutes 0.816 g 4-methylbenzeneboronic acid was added and the mixture was heated for 20 hours at 80° C. The mixture was cooled to room temperature and filtered to remove the solid. The solution was acidified with 2N HCl and chromatographed on silica gel with dichloromethane/methanole 90/10 and gave 0.52 g (32%) of an amorphus product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06410562B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-b732fd56870d4b109ec2ebf9aa5d0cb8 |
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| Source note | uspto-grants-2002_06 |
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