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HRID 1756790作成日:2026年10月25日

Triethylamine → (R)-1-[2-(2, 3-methylenedioxyphenyl) heptyl]-3-(4-ethoxycarbonyl-1-phenylpyrazole-5-yl) urea

https://huagongshe.com/reaction/1756790

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylateHCID 85270—
反応物TriphosgeneHCID 94429—
反応物(R)-2-(2, 3-methylenedioxyphenyl) heptylamineHCID 10331642—
溶媒DichloromethaneHCID 6344—
生成物(R)-1-[2-(2, 3-methylenedioxyphenyl) heptyl]-3-(4-ethoxycarbonyl-1-phenylpyrazole-5-yl) ureaHCID 53777275220.5%

反応手順

To a mixture of 1.16 g of 5-amino-1-phenylpyrazole-4-carboxylic acid ethyl ester and 10 ml of methylene chloride were dropwise added 0.53 g of bis (trichloromethyl) carbonate and 1.11 g of triethylamine in order with ice cooling and stirring, and the resultant mixture was refluxed with heating for 4 hours. The reaction mixture was allowed to cool to room temperature, mixed with a solution of 1.18 g of (r)-2-(2, 3-methylenedioxyphenyl) heptylamine in 3 ml of methylene chloride, stirred at room temperature for 2 hours and the solvent evaporated. Water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate and the solvent evaporated. The residue was chromatographed on a column of silica gel, eluting with ethyl acetate and n-hexane (2:5) to give 1.94 g of the titled compound as amorphous solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05442060
出典データセットuspto-grants-1995_08
ORD IDord-769b42aab1084e97b859d74b202a31d3
出典メモuspto-grants-1995_08