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HRID 1777539作成日:2026年10月25日

Diisopropylethylamine → Methyl 5-(3-fluorobenzyl)picolinate

https://huagongshe.com/reaction/1777539

反応式

関与物質

役割名称HCID仕込み量
反応物DiisopropylethylamineHCID 81531—
反応物3-Fluorophenylboronic acidHCID 2733986—
反応物Methyl 5-(bromomethyl)pyridine-2-carboxylateHCID 19699469—
触媒Tetrakis(triphenylphosphine)palladiumHCID 11979704—
溶媒WaterHCID 962—
溶媒1,2-DimethoxyethaneHCID 8071—
生成物Methyl 5-(3-fluorobenzyl)picolinateHCID 67974406264.2%

反応手順

A mixture of 3-fluorophenylboronic acid (0.319 g; 2.28 mmol), methyl 5-(bromomethyl)picolinate (0.350 g; 0.230 mmol), tetrakis-(triphenylphosphine)-palladium(0) (0.175; 0.152 mmol) and N,N diisopropylethylamine (0.524 g; 3.04 mmol) in dimethoxyethane (9 mL) and water (3 mL) was irradiated in a microwave oven at 130° C. for 20 minutes. The resulting solution was partitioned between water and ethyl acetate. The organic layer was separated and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 1 to 10% ethyl acetate in dichlomethane) to afford 0.149 g (40%) of the title compound as a yellow oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09266832B2
出典データセットuspto-grants-2016_02
ORD IDord-194953a6edf845e894921923b3018298
出典メモuspto-grants-2016_02