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HRID 410409作成日:2026年10月25日

Cesium carbonate → HCID 67262142、化合物

https://huagongshe.com/reaction/410409

反応式

関与物質

役割名称HCID仕込み量
反応物Cesium carbonateHCID 10796—
反応物5-BromothiazoleHCID 546059—
反応物2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
反応物Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}benzoateHCID 67433486—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒WaterHCID 962—
溶媒1,4-DioxaneHCID 31275—
生成物HCID 67262142HCID 6726214272%

反応条件

温度90 °C

反応手順

To a flask containing the product of Step 2 (391 mg, 0.92 mmol), dicyclohexyl[2′,4′,6′-tri(propan-2-yl)biphenyl-2-yl]phosphane (44 mg, 0.092 mmol), Pd2(dba)3 (42 mg, 0.046 mmol), cesium carbonate (602 mg, 1.85 mmol) was added a solution of 5-bromothiazole in a degassed mixture of dioxane (8.4 mL) and water (840 μL). The solution was evacuated and then purged with argon 5 times and then heated at 90° C. overnight. The reaction was cooled, diluted with ethyl acetate, washed with water, dried over magnesium sulfate, filtered and concentrated. Flash chromatography was used for purification to yield methyl 3-(1,3-thiazol-5-yl)-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}benzoate (254 mg, 0.67 mmol, 72% yield). MS ESI: [M+H]+ m/z 381.0.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08759366B2
出典データセットuspto-grants-2014_06
ORD IDord-79ed51a88cc44ae08a6a751b14a0d053
出典メモuspto-grants-2014_06