Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-Indazole | HCID 58529313 | — |
| Reactant | HCID 58529384 | HCID 58529384 | — |
| Solvent | Dioxan ethanol | HCID 22560076 | — |
| Product | HCID 58529618 | HCID 58529618 | — |
Reaction Steps
The product from step 3 (330 mg, 0.78 mmol) and Intermediate C (337 mg, 1.01 mmol), were dissolved in 7 mL dioxane:ethanol (5:2) and the mixture was treated with 2 M sodium carbonate (7 mL) and 1,1′-bis(diphenylphosphinoferrocenyl)palladium dichloride (27 mg) was added. The mixture was heated to 80° C. with stirring for 4 h. The mixture was allowed to cool and filtered through Celite®. Ethyl acetate was added and the product was extracted from the aqueous solution. The organic layer was dried over Na2SO4 and concentrated in vacuo. The resulting residue purified by Biotage® to provide the title compound. 1H NMR (CD2Cl2) δ 1.50 (s, 9H), 1.60-2.00 (m, 3H), 2.80 (m, 2H), 3.80 (t, 1H), 4.10 (m, 3H), 5.60 (s, 2H), 7.20 (d, 1H), 7.40 (m, 6H), 7.80 (dd, 2H), 8.10 (m, 2H). LC-MS [M+H]+=574.1, RT=3.36 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08431695B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-6141d0fb1cd14a9d9e2a055c44f7ca4c |
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| Source note | uspto-grants-2013_04 |
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