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HRID 240133作成日:2026年10月26日

Sodium Carbonate → 3-(5-Methoxy-pyridin-3-yl)-phenylamine

https://huagongshe.com/reaction/240133

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CarbonateHCID 10340—
反応物3-BromoanilineHCID 11562—
反応物3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 3866161—
触媒HCID 178418397HCID 178418397—
溶媒1,2-DimethoxyethaneHCID 8071—
生成物3-(5-Methoxy-pyridin-3-yl)-phenylamineHCID 6686572058%

反応手順

3-methoxypyridine-5-boronic acid pinacol ester (0.205 g, 0.872 mmol) and 3-bromoaniline (0.063 mL, 0.581 mmol) were combined in DME (3 mL) in a flame-dried, round-bottom flask. Na2CO3 (2M, 0.610 mL, 1.22 mmol) and Pd(PPh3)4 (0.02 g, 0.017 mmol) were added to the stirred solution. The reaction was refluxed overnight under argon flow, and subsequently cooled to room temperature. The solvent was removed under vacuum and the resulting residue was resuspended in CH2Cl2. The organic phase was dried over MgSO4, filtered, and concentrated under vacuum. The crude product was purified by flash silica column chromatography (0-5% MeOH/CH2Cl2). The purification was monitored by TLC. The solvent was removed under vacuum from fractions containing product, resulting in 0.067 g in 58% yield.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08642788B2
出典データセットuspto-grants-2014_02
ORD IDord-9d5b9bfef8e64bbb9765cd6a9a502164
出典メモuspto-grants-2014_02