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HRID 512作成日:2026年10月23日

3-Bromopyridine → tert-butyl (3R)-3-methyl-4-pyridin-3-ylpiperazine-1-carboxylate

https://huagongshe.com/ja/reaction/512

反応式

関与物質

役割名称HCID仕込み量
反応物3-BromopyridineHCID 12286—
反応物(R)-1-Boc-3-methylpiperazineHCID 2756811—
試薬Sodium t-butoxideHCID 23676156—
触媒1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒TolueneHCID 1140—
生成物tert-butyl (3R)-3-methyl-4-pyridin-3-ylpiperazine-1-carboxylateHCID 895559810%

反応条件

温度85 °C

反応手順

TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (0.145 g, 0.16 mmol) and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.183 g, 0.32 mmol) were added to a mixture of Sodium tert-butoxide (0.912 g, 9.49 mmol), 3-bromopyridine (0.610 mL, 6.33 mmol),(R)-tert-butyl 3-methylpiperazine-1-carboxylate (1.901 g, 9.49 mmol) and toluene (20 mL) under nitrogen. The mixture was heated at 85 °C for 16 hours before being cooled to RT and filtered through celite. The filtrate was concentrated and the reaction mixture was seperated by flash silica chromatography, elution gradient 20 to 40% EtOAc in heptane. No product was isolated. .

情報源と証拠

出典データセット750 AstraZeneca ELN dataset
ORD IDord-d7d7e0dc4c0741f08ecfdb907acad13f
出典メモ750 AstraZeneca ELN dataset