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HRID 41685作成日:2026年10月25日

1,2-Dimethoxyethane → 4-(6-Chloro-4-methyl-pyridin-3-yl)-5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one

https://huagongshe.com/reaction/41685

反応式

関与物質

役割名称HCID仕込み量
反応物1,2-DimethoxyethaneHCID 8071—
反応物Sodium CarbonateHCID 10340—
反応物6-Chloro-4-methylpyridine-3-boronic acidHCID 44119169—
反応物4-Iodo-5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-oneHCID 68569002—
触媒HCID 178418476HCID 178418476—
溶媒Hydrochloric AcidHCID 313—
生成物4-(6-Chloro-4-methyl-pyridin-3-yl)-5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-oneHCID 7233245964.9%

反応条件

温度130 °C

反応手順

A microwave vial is charged with 4-iodo-5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one (184 mg, 0.6 mmol), 6-chloro-4-methylpyridine-3-boronic acid (103 mg, 0.6 mmol) and bis(triphenylphosphine)palladium dichloride (21 mg, 0.03 mmol). DME (1 ml) is added, followed by 2N aqueous sodium carbonate solution (0.6 ml, 1.2 mmol) and the reaction is heated to 130° C. by microwave irradiation, with stirring, for 30 minutes. The reaction is then diluted with 2N HCl (20 ml), extracted with ethyl acetate (20 ml), and the organic layer is removed and purified by flash chromatography on silica gel to give 4-(6-chloro-4-methyl-pyridin-3-yl)-5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one (119 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08530667B2
出典データセットuspto-grants-2013_09
ORD IDord-7aaa8d583ecf4c4fbab7dc484af1bd7e
出典メモuspto-grants-2013_09