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HRID 270661作成日:2026年10月27日

Hexane → Clopidogrel

https://huagongshe.com/reaction/270661

反応式

関与物質

役割名称HCID仕込み量
反応物HexaneHCID 8058—
反応物DiisopropylethylamineHCID 81531—
反応物Benzeneacetic acid, alpha-amino-2-chloro-, methyl ester, hydrochloride (1:1), (alphaS)-HCID 24887640—
反応物2-(2-Bromoethyl)-3-(bromomethyl)thiopheneHCID 69311722—
溶媒AcetonitrileHCID 6342—
溶媒Ethyl AcetateHCID 8857—
生成物ClopidogrelHCID 6060688.3%

反応手順

5.0 g of 2-(2-bromoethyl)-3-bromomethylthiophene obtained in Example 7 was dissolved in 50 mL of acetonitrile, and added thereto was a solution obtained by dissolving 4.6 g of (S)-(+)-2-(2-chlorophenyl)glycine methyl ester hydrochloride and 6.8 g of diisopropylethylamine in 20 mL of acetonitrile over 30 minutes. The resulting mixture was refluxed for 8 hours, and concentrated by evaporation under reduced pressure. The residue was dissolved in 100 mL of ethyl acetate, and washed twice with 70 mL portions of water. The organic layer was washed with 50 mL of saturated sodium chloride aqueous solution and condensed under reduced pressure. The dark yellow colored oily residue thus obtained was subjected to a silica gel column chromatography (eluent, n-hexane:ethyl acetate=5:1) to obtain 5.0 g (yield of 88%) of the title compound as a yellowish oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07449580B2
出典データセットuspto-grants-2008_11
ORD IDord-ff48a41e3c0743829f51d117cdf112a8
出典メモuspto-grants-2008_11