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HRID 1640304作成日:2026年10月27日

Triethylamine → HCID 178496565、化合物

https://huagongshe.com/reaction/1640304

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物Tri-o-tolylphosphineHCID 80271—
反応物5-Bromo-4-methylpyridine-2-carbonitrileHCID 53395468—
反応物HCID 178496566HCID 178496566—
反応物HCID 178496569HCID 178496569—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒DimethylformamideHCID 6228—
生成物HCID 178496565HCID 17849656594%

反応条件

温度100 °C

反応手順

5-(8-(((trans)-4-Methoxycyclohexyl)methyl)-7-oxo-5,6,7,8-tetrahydropyrazino[2,3-b]pyrazin-2-yl)-4-methylpicolinonitrile. 1-(((trans)-4-Methoxycyclohexyl)methyl)-7-(trimethylstannyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one (0.721 g, 1.64 mmol), 5-bromo-4-methylpicolinonitrile (0.323 g, 1.64 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.150 g, 0.164 mmol), triethylamine (0.687 mL, 4.93 mmol), tri-ortho-toylphosphine (0.100 g, 0.328 mmol) and dimethylformamide (8 mL) were combined in a sealed reaction vessel. Nitrogen was bubbled through the reaction for 5 min and reaction was heated at 100° C. for 3 h. Reaction is filtered, concentrated and purified by silica gel column chromatography (0-80% ethyl acetate in hexanes). Fractions were combined and concentrated to afford the crude title compound used directly for next step (0.607 g, 1.55 mmol, 94% yield). MS (ESI) m/z 393.5 [M+1]+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08110578B2
出典データセットuspto-grants-2012_02
ORD IDord-fc6d8ba153e744d0bad23981defe8a17
出典メモuspto-grants-2012_02