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HRID 40901作成日:2026年10月23日

1,8-Diazabicyclo(5.4.0)undec-7-ene → 3-Cyclopentylidene-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

https://huagongshe.com/ja/reaction/40901

反応式

関与物質

役割名称HCID仕込み量
反応物1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
反応物4-(1H-Pyrazol-4-yl)-7-(2-(trimethylsilyl)ethoxy)methyl-7 H-pyrrolo(2,3-d)-pyrimidineHCID 42631346—
反応物3-CyclopentylpropiolonitrileHCID 57477616—
溶媒AcetonitrileHCID 6342—
生成物3-Cyclopentylidene-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrileHCID 5747761974%

反応手順

To a suspension of 3-cyclopentylprop-2-ynenitrile (0.4 g, 0.003 mol) in ACN (10 mL) was added 4-(1H-pyrazol-4-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidine (0.53 g, 1.7 mmol) and DBU (0.33 mL, 2.2 mmol). This mixture was stirred at room temperature for 50 minutes. The reaction mixture was partitioned between ethyl acetate and dilute HCl. The aqueous portion was separated and extracted with ethyl acetate. The combined organic extracts were washed with dilute HCl and brine, were dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by flash column chromatography (ethyl acetate/hexanes) to yield the desired product (540 mg, 74%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08530485B2
出典データセットuspto-grants-2013_09
ORD IDord-6cd812c1733240d7aa9817ba74afcc2a
出典メモuspto-grants-2013_09