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HRID 221302作成日:2026年10月23日

2-Dimethylaminopyridine → [1-(5-Methyl-4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)propyl]-carbamic acid benzyl ester

https://huagongshe.com/ja/reaction/221302

反応式

関与物質

役割名称HCID仕込み量
反応物2-DimethylaminopyridineHCID 21885—
反応物DiisopropylethylamineHCID 81531—
反応物(2,5-Dioxopyrrolidin-1-yl) 2-(phenylmethoxycarbonylamino)butanoateHCID 12961228—
反応物2-Amino-6-methyl-N-phenylbenzamideHCID 16787786—
溶媒TolueneHCID 1140—
生成物[1-(5-Methyl-4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)propyl]-carbamic acid benzyl esterHCID 59841071—

反応条件

温度110 °C

反応手順

Compound 15 (1.20 g, 5.30 mmol) was combined with 2-benzyloxycarbonylaminobutyric acid 2,5-dioxo-pyrrolidin-1-yl ester (2.13 g, 6.36 mmol), dimethylaminopyridine (915 mg, 7.49 mmol), and diisopropylethylamine (1.10 mL, 6.36 mmol) in toluene (15 mL). The mixture was heated to 110° C. and stirred at that temperature for 22 hours. After cooling, the reaction was purified by flash chromatography to provide the quinazolinone (16) as a pale yellow solid. MS (ES): m/z 428 (M+H). 1H NMR (300 MHz, DMSO-d6) δ 10.26 (s, 1H), 7.75 (d, 2H, J=7.9 Hz), 7.32 (t, 2H, J=7.8 Hz), 7.07 (t, 1H, J=7.3 Hz), 7.00 (t, 1H, J=7.8 Hz), 6.58 (d, 1H, J=8.1 Hz), 6.46 (d, 1H, J=7.4 Hz), 4.98 (br. s, 2H), 2.21 (s, 3H). The reaction described above and compound 16 are shown below.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08207153B2
出典データセットuspto-grants-2012_06
ORD IDord-a8143a2410f740e1a785e466404ed1e6
出典メモuspto-grants-2012_06