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HRID 227807作成日:2026年10月26日

Acetonitrile → 4-(2-(4-Nitrophenoxy)phenyl)pyrimidin-2-amine

https://huagongshe.com/reaction/227807

反応式

関与物質

役割名称HCID仕込み量
反応物AcetonitrileHCID 6342—
反応物2-Amino-4-chloropyrimidineHCID 223332—
反応物Potassium AcetateHCID 517044—
反応物4,4,5,5-Tetramethyl-2-(2-(4-nitrophenoxy)phenyl)-1,3,2-dioxaborolaneHCID 66731681—
溶媒WaterHCID 962—
溶媒DichloromethaneHCID 6344—
生成物4-(2-(4-Nitrophenoxy)phenyl)pyrimidin-2-amineHCID 66731639—

反応条件

温度85 °C

反応手順

The compound of step 1 (0.034 g, 0.054 mmol), potassium acetate (0.26 g, 2.7 mmol), 4,4,5,5-tetramethyl-2-(2-(4-nitrophenoxy)phenyl)-1,3,2-dioxaborolane (0.460 g, 1.3 mmol), and 4-chloropyrimidin-2-amine (0.17 g, 1.3 mmol) were combined in a sealed tube under nitrogen, to which 7 nL ACN and water (0.73 ml, 40 mmol) were added. The reaction was sealed and heated to 85° C. overnight. The reaction was diluted with DCM and water, and extracted 2× with DCM. The combined organics were dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The resulting material was purified by silica gel chromatography (MeOH/DCM) to give 4-(2-(4-nitrophenoxy)phenyl)pyrimidin-2-amine as a white solid MS m/z=309 [M+H]+. Calc'd for C16H12N4O3: 308.3.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07560551B2
出典データセットuspto-grants-2009_07
ORD IDord-925a179aa6d24f6197f6dc0071004c16
出典メモuspto-grants-2009_07