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Potassium Carbonate → 4-(4-Pyridinylmethoxy)-1-naphthalenamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 4-(Chloromethyl)pyridinium chloride | HCID 74570 | — |
| 反応物 | tert-Butyl (4-hydroxynaphthalen-1-yl)carbamate | HCID 10923237 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 4-(4-Pyridinylmethoxy)-1-naphthalenamine | HCID 15908535 | — |
反応手順
4-tert-Butyloxycarbonylamino-1-naphthol (41) can be alkylated with 4-chloromethylpyridine hydrochloride in a non-protic solvent, such as acetonitrile, with a base, such as powdered potassium carbonate, at temperatures between 60-80° C. Purification of the product 4-tert-butyloxycarbonylamino-1-(pyridin-4-yl-methyl)naphthalene (44) can be accomplished by silica gel chromatography. Removal of the BOC-protecting group can be accomplished with HCl in a non-protic solvent, such as dioxane, to provide 1-amino-4-(pyridin-4-yl-methoxy)naphthalene (43) as the hydrochloride salt.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06476023B1 |
| 出典データセット | uspto-grants-2002_11 |
| ORD ID | ord-bb81615477fd4b138f3d2a8520c53cd1 |
| 出典メモ | uspto-grants-2002_11 |