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HRID 412349作成日:2026年10月25日

Hydrochloric Acid → 1-(Adamant-1-yl)-3-[2-(4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]urea dihydrochloride

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反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物TriethylamineHCID 8471—
反応物1-IsocyanatoadamantaneHCID 2059995—
反応物5-[4-[6-[4-(2-aminoethyl)phenoxy]-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochlorideHCID 86587773—
溶媒DimethylformamideHCID 6228—
溶媒TetrahydrofuranHCID 8028—
溶媒1,4-DioxaneHCID 31275—
生成物1-(Adamant-1-yl)-3-[2-(4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]urea dihydrochlorideHCID 18537688152.9%

反応手順

1-(Adamant-1-yl)-3-[2-(4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]urea was obtained by a similar procedure to that described in Example 31 using 5-[4-[6-[4-(2-aminoethyl)phenoxy]-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride (0.3 g), 1-adamantyl isocyanate (94 mg), triethylamine (65 mg) and anhydrous N,N-dimethylformamide (15 ml). To a solution of the product in tetrahydrofuran (10 ml) was added 4N hydrogen chloride in dioxane (10 ml) and the mixture was stirred at room temperature for 3 hours. The precipitate was isolated by filtration and washed with tetrahydrofuran and n-hexane to afford the title compound (0.3 g, mp 174-176° C.).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06562849B1
出典データセットuspto-grants-2003_05
ORD IDord-2e03b5a62d5b47e390f1a3c32884a376
出典メモuspto-grants-2003_05