Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | HCID 71061918 | HCID 71061918 | — |
| Catalyst | HCID 178477754 | HCID 178477754 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 71061536 | HCID 71061536 | — |
Reaction Steps
A mixture of (4-bromo-2,6-dichlorophenyl)(1H-pyrrolo[3,2-c]pyridin-1-yl)methanone (0.05 g, 0.135 mmol), [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.011 g, 0.0135 mmol), potassium carbonate (0.055 g, 0.40 mmol), pyridine-3-boronic acid (1.1 equiv) and water (0.5 mL) in acetonitrile (2.5 mL) was heated in a sealed vial under microwave irradiation at 110° C. for 25 minutes. Acetonitrile was removed under vacuum and the residue was diluted with water (25 mL) and extracted with ethyl acetate (2×25 mL). The combined organic layer was washed with water, dried over anhydrous sodium sulphate and concentrated to give crude product which was purified by silica gel column chromatography using ethyl acetate and hexane as eluent to yield [2,6-dichloro-4-(pyridin-3-yl)phenyl](1H-pyrrolo[3,2-c]pyridin-1-yl)methanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09364466B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-0fa56a6792a545efa15ff7c786bdcf7c |
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| Source note | uspto-grants-2016_06 |
|---|