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HRID 305作成日:2026年10月23日

4-(Trifluoromethyl)benzylamine → 6-[[4-(Trifluoromethyl)phenyl]methylamino]pyridine-3-carboxamide

https://huagongshe.com/ja/reaction/305

反応式

関与物質

役割名称HCID仕込み量
反応物4-(Trifluoromethyl)benzylamineHCID 76804—
反応物6-ChloronicotinamideHCID 80456—
試薬Sodium t-butoxideHCID 23676156—
触媒Binap, (A+-)-HCID 634876—
触媒Palladium (II) acetateHCID 4144353—
溶媒1,2-DimethoxyethaneHCID 8071—
生成物6-[[4-(Trifluoromethyl)phenyl]methylamino]pyridine-3-carboxamideHCID 789156507.4%

反応条件

温度100 °C

反応手順

To a stirred solution of 6-chloronicotinamide (0.053 g, 0.34 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.021 g, 0.03 mmol), sodium 2-methylpropan-2-olate (0.065 g, 0.68 mmol) and diacetoxypalladium (7.60 mg, 0.03 mmol) in DME (1 mL) was added (4-(trifluoromethyl)phenyl)methanamine (0.097 mL, 0.68 mmol). The reaction was run in microwave at 100 °C for 4h. The compound was purified by preparative HPLC on a Kromasil C8 column (10 µm 250x20 ID mm) using a gradient of 51-55% acetonitrile in H2O/ACN/FA 95/5/0.2 buffer, over 25 minutes with a flow of 19 mL/min. The compounds were detected by UV at 270nm. 6-(4-(trifluoromethyl)benzylamino)nicotinamide (7.40 mg, 7.40 %) was obtained.

情報源と証拠

出典データセット750 AstraZeneca ELN dataset
ORD IDord-92bacb0740454b4398d7f3969518ce26
出典メモ750 AstraZeneca ELN dataset