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HRID 369035作成日:2026年10月26日

Sodium Carbonate → 6-(4-Carboxyphenyl)-8-methoxy-1,7-naphthyridine

https://huagongshe.com/reaction/369035

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CarbonateHCID 10340—
反応物4-Carboxyphenylboronic AcidHCID 312183—
反応物6-Trifluoromethylsulfonyloxy-8-methoxy-1,7-naphthyridineHCID 23284635—
触媒Tri-o-tolylphosphineHCID 80271—
触媒1,5-Diphenylpenta-1,4-dien-3-one;palladiumHCID 154270—
溶媒DimethylformamideHCID 6228—
生成物6-(4-Carboxyphenyl)-8-methoxy-1,7-naphthyridineHCID 2328464280.8%

反応手順

To a solution of 6-trifluoromethylsulfonyloxy-8-methoxy-1,7-napthyridine (1.5 g, 4.86 mmol) in DMF (40 ml) is added 4-carboxy-phenylboronic acid (0.866 g, 5.34 mmol), bis(dibenzylidenacetone) palladium (112 mg, 0.167 mmol), tri-o-tolylphosphine (96 mg, 0.32 mmol) and aqueous Na2CO3 (14.6 ml, 2N,). The reaction mixture is stirred at 110° for 3 h. The hot solution is filtred through cellit and the solution evaporated to dryness. The crude product is dissolved in hot water (60 ml) and the water phase washed with ethyl acetate (3×50 ml). The product is precipitated from the water phase by carefully adding aqueous HCl (2N, 6 ml). The suspension is filtered and the crude product is stirred again in hot ethyl acetate (50 ml). The cold suspension is filtered to yield the title compound (1.10 g). M+280; Melting point >300°.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06136821
出典データセットuspto-grants-2000_10
ORD IDord-449fc1ba55304cbb90163e63a52ba620
出典メモuspto-grants-2000_10