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HRID 44761作成日:2026年10月25日

Ethyl orthopropionate → 1-[(4-Amino-2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)methyl]cyclopropanol

https://huagongshe.com/reaction/44761

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl orthopropionateHCID 66995—
反応物1,1,1-TrimethoxybutaneHCID 123512—
反応物4-Chloro-3-nitroquinolineHCID 11275808—
反応物4-Chloro-3-nitronaphthyridineHCID 12543213—
反応物1-(Aminomethyl)cyclopropan-1-olHCID 12609623—
反応物1-(2-Aminoethyl)cyclopropanolHCID 55285781—
生成物1-[(4-Amino-2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)methyl]cyclopropanolHCID 57515495—

反応手順

1-[(4-Amino-2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)methyl]cyclopropanol was prepared according to the general methods of Parts D through G of Example 84 using 1-(aminomethyl)cyclopropanol in lieu of 1-(2-aminoethyl)cyclopropanol in Part D, 4-chloro-3-nitronaphthyridine in lieu of 4-chloro-3-nitroquinoline in Part D, and trimethyl orthobutyrate in lieu of triethyl orthopropionate in Part F. The crude product was triturated with hot acetonitrile to provide a tan solid. Which was recrystallized from chloroform and hexanes and dried at 140° C. under vacuum to provide product as an off-white solid, mp 199-200° C. MS (ESI) m/z 298 (M+H)+; Anal. calcd for C16H19N5O: C, 64.63; H, 6.44; N, 23.55. Found: C, 64.32; H, 6.62; N, 23.67.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08541438B2
出典データセットuspto-grants-2013_09
ORD IDord-63b69e7bbeda44119ec322bdaa6cb786
出典メモuspto-grants-2013_09