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HRID 335255作成日:2026年10月25日

4-Chlorothieno[2,3-d]pyrimidine → 1-(4-(2-(3-Phenoxy-5-(thieno[2,3-d]pyrimidin-4-ylthio)pyridin-2-ylamino)thiazol-4-yl)piperidin-yl)ethanone

https://huagongshe.com/reaction/335255

反応式

関与物質

役割名称HCID仕込み量
反応物4-Chlorothieno[2,3-d]pyrimidineHCID 736618—
反応物Potassium tert-butoxideHCID 23665647—
反応物Methyl 3-(6-(4-(1-acetylpiperidin-4-yl)thiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)propanoateHCID 86631532—
溶媒Dimethyl SulfoxideHCID 679—
生成物1-(4-(2-(3-Phenoxy-5-(thieno[2,3-d]pyrimidin-4-ylthio)pyridin-2-ylamino)thiazol-4-yl)piperidin-yl)ethanoneHCID 5774279146%

反応手順

4-chlorothieno[2,3-d]pyrimidine (0.050 g, 0.29 mmol) and methyl 3-(6-(4-(1-acetylpiperidin-4-yl)thiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)propanoate (0.15 g, 0.29 mmol) were dissolved in DMSO (3 mL). The solution was degassed for 15 minutes. KOtBu (0.098 g, 0.88 mmol) was added and the reaction stirred at room temperature for two hours. The solution was quenched with water, extracted with dichloromethane, dried, and concentrated. Flash chromatography gave the title compound (0.075, 46%). 1H NMR (400 MHz, CDCl3) δ 1.60-1.72 (m, 2H), 2.08-2.15 (m, 2H), 2.11 (m, 3H), 2.65-2.75 (m, 1H), 2.82-2.93 (m, 1H), 3.15-3.24 (m, 1H), 3.91 (d, 1H), 4.72 (d, 1H), 6.49 (s, 1H), 7.15 (d, 2H), 7.19 (t, 1H), 7.27-7.29 (m, 1H), 7.36-7.42 (m, 3H), 7.53 (d, 1H), 8.27 (d, 1H), 8.68 (s, 1H), 8.81 (s, 1H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08883828B2
出典データセットuspto-grants-2014_11
ORD IDord-f0f93f8f057b435584a2925bef5dce36
出典メモuspto-grants-2014_11