Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | HCID 68872571 | HCID 68872571 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68871844 | HCID 68871844 | 88.4% |
Reaction Steps
To a solution of 5-bromo-4-ethoxy-2-fluoro-benzonitrile (2 g, 8.2 mmol) in 16.5 mL of dioxane was added dimethylamine (16.5 mL, 33 mmol, 2.0 M in tetrahydrofuran). The reaction was stirred at 80° C. overnight. The reaction mixture was concentrated in vacuo. Purification of the crude residue by flash column chromatography (silica gel, eluting with a gradient of ethyl acetate in hexanes) gave 5-bromo-2-dimethylamino-4-ethoxy-benzonitrile (1.95 g, 88%). LC-MS: 269.2 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07579368B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-7d275ad12e9e4e268f6735576de6c766 |
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| Source note | uspto-grants-2009_08 |
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