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HRID 521562作成日:2026年10月27日

Water → (S)-methyl 3-methyl-6-(methyl (1-phenylethyl)amino)-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylate

https://huagongshe.com/reaction/521562

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物(S)-(-)-N,alpha-DimethylbenzylamineHCID 2060073—
反応物Methyl 6-chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylateHCID 89287517—
溶媒Dimethyl SulfoxideHCID 679—
生成物(S)-methyl 3-methyl-6-(methyl (1-phenylethyl)amino)-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylateHCID 7111599515%

反応手順

A solution of methyl 6-chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylate (2.0 g, 8.85 mmol) and (S)-N-methyl-1-phenylethanamine (2.39 g, 17.7 mmol; commercially available from Aldrich) in DMSO (20 mL) was heated at 130° C. in a microwave tube for 30 min. Water (100 mL) was added to the reaction mixture, and the product was extracted with EtOAc (3×100 mL). The combined EtOAc layers were concentrated and the residue was purified by flash chromatography (silica gel, 1% to 10% MeOH in CH2Cl2) to give the (S)-methyl 3-methyl-6-(methyl(1-phenylethyl)amino)-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylate (400 mg, 15% yield). LRMS [M+H]+: 325 m/z.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09328117B2
出典データセットuspto-grants-2016_05
ORD IDord-886e39d6dd5540b8986585a64e50c8c5
出典メモuspto-grants-2016_05