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HRID 58696作成日:2026年10月25日

2-(2-Aminoethyl)-5-methoxyindole → 5-(3-fluorobenzyl)-N-(2-(6-methoxy-1H-indol-3-yl)ethyl)isoxazole-3-carboxamide

https://huagongshe.com/reaction/58696

反応式

関与物質

役割名称HCID仕込み量
反応物2-(2-Aminoethyl)-5-methoxyindoleHCID 17654—
反応物DiisopropylethylamineHCID 81531—
反応物Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
反応物5-(3-Fluorobenzyl)isoxazole-3-carboxylic acidHCID 66832107—
溶媒DimethylformamideHCID 6228—
生成物5-(3-fluorobenzyl)-N-(2-(6-methoxy-1H-indol-3-yl)ethyl)isoxazole-3-carboxamideHCID 6683209038%

反応手順

A solution of the 5-(3-fluorobenzyl)isoxazole-3-carboxylic acid (0.057 g; 0.257 mmol), 2-(6-methoxy-1H-indol-3-yl)ethanamine (0.054 g; 0.284 mmol), HATU (0.108 g; 0.284 mmol) and N,N-diisopropylethylamine (0.112 mL; 0.649 mmol) in DMF (3 mL), was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and sodium hydrogen sulfate, the organic layer was washed with sodium carbonate, brine, dried and concentrated under reduced pressure. The crude mixture was purified by flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.035 g (38%) of the title compound as a white solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09434722B2
出典データセットuspto-grants-2016_09
ORD IDord-de9f2b2e214b4f748ffb4c945caae68a
出典メモuspto-grants-2016_09