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HRID 64126作成日:2026年10月25日

Nitrogen → N-(2',5'-difluoro-5-nitrobiphenyl-3-yl)acetamide

https://huagongshe.com/reaction/64126

反応式

関与物質

役割名称HCID仕込み量
反応物NitrogenHCID 947—
反応物Sodium CarbonateHCID 10340—
反応物(2,5-Difluorophenyl)boronic acidHCID 2734335—
反応物N-(3-bromo-5-nitrophenyl)acetamideHCID 10658908—
触媒Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
溶媒1,2-DimethoxyethaneHCID 8071—
生成物N-(2',5'-difluoro-5-nitrobiphenyl-3-yl)acetamideHCID 11777762767%

反応手順

A solution of N-(3-bromo-5-nitrophenyl)acetamide of Example 1(c) (0.8 g, 3.07 mmol) in 1,2-dimethoxyethane (15 ml) was degassed by N2 bubbling for 5 min. 2,5-Difluorophenylboronic acid (0.58 g, 3.69 mmol, 1.2 eq.) was added and the mixture was degassed for another 5 min. Pd(dppf)Cl2 (0.5 g, 0.615 mmol, 0.2 eq.) and aqueous sodium carbonate (0.98 g, 9.23 mmol, 3.0 eq.) were added and the procedure of Example 1(d) was followed. The crude residue of the product was purified by column chromatography (60-120 silica gel, 25% ethyl acetate in hexane) to give the product in 67% yield (0.6 g). 1H NMR (300 MHz, DMSO-d6): δ 10.56 (s, 1H), 8.65 (t, 1H), 8.14 (s, 1H), 8.06 (s, 1H), 7.56-7.52 (m, 1H), 7.47-7.37 (m, 2H), 2.12 (s, 3H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09447091B2
出典データセットuspto-grants-2016_09
ORD IDord-212d617d48bb4a4989bcc60b5c002bb1
出典メモuspto-grants-2016_09