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HRID 731989作成日:2026年10月26日

p-Anisoyl chloride → 4-[(3-fluoro-6-methylphenanthridin-5(6H)-yl)carbonyl]phenol

https://huagongshe.com/reaction/731989

反応式

関与物質

役割名称HCID仕込み量
反応物p-Anisoyl chlorideHCID 7477—
反応物TriethylamineHCID 8471—
反応物1-[2-(2,4-Difluorophenyl)phenyl]ethan-1-amineHCID 22482376—
反応物N-[1-(2',4'-difluoro-1,1'-biphenyl-2-yl)ethyl]-4-methoxybenzamideHCID 68815187—
溶媒HexaneHCID 8058—
溶媒tert-Butyl methyl etherHCID 15413—
生成物4-[(3-fluoro-6-methylphenanthridin-5(6H)-yl)carbonyl]phenolHCID 11580798—

反応手順

N-[1-(2′,4′-difluoro-1,1′-biphenyl-2-yl)ethyl]-4-methoxybenzamide—The title compound was prepared from 4-methoxybenzoyl chloride (731 mg, 4.28 mmol), 1-(-2′,4′-difluoro-biphenyl-2-yl)-ethylamine (1 g, 4.28 mmol), and triethylamine (717 uL, 5.1 mmol) according to the procedure and in the same manner as described in Example 33, step c. The product was isolated from a Biotage® (40 Mi) column for flash column chromatography (5-30% methyl tert-butylether in hexane) resulting in the isolation of a white solid, 1.53 g (97%). mp 134.5-135° C.; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.29 (d, J=5.43 Hz, 3 H) 3.80 (s, 3 H) 4.96 (m, J=5.95 Hz, 1 H) 6.97 (d, J=9.05 Hz, 2 H) 7.18 (m, 2 H) 7.36 (m, 3 H) 7.64 (d, J=4.14 Hz, 2 H) 7.83 (d, J=7.50 Hz, 2 H) 8.66 (s, 1 H); MS (ESI) m/z 368 ([M+H]+); Anal. calcd for C22H19F2NO2: C:71.92 H:5.21 N:3.81 Found: C:72.11 H:5.23 N:3.77

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07585871B2
出典データセットuspto-grants-2009_09
ORD IDord-3f2ccc82aa80439f8eb29f9c9b3dd79a
出典メモuspto-grants-2009_09