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HRID 2299305作成日:2026年10月27日

2,4,6-Trimethylpyridine → N-(4-chlorobenzyl)-7-methyl-2-(4-morpholinylmethyl)-4-oxo-4,7-dihydrothieno(2,3-b)pyridine-5-carboxamide

https://huagongshe.com/reaction/2299305

反応式

関与物質

役割名称HCID仕込み量
反応物2,4,6-TrimethylpyridineHCID 7953—
反応物MorpholineHCID 8083—
反応物Methanesulfonyl chlorideHCID 31297—
反応物N-[(4-chlorophenyl)methyl]-2-(hydroxymethyl)-7-methyl-4-oxo-thieno[2,3-b]pyridine-5-carboxamideHCID 6482399—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物N-(4-chlorobenzyl)-7-methyl-2-(4-morpholinylmethyl)-4-oxo-4,7-dihydrothieno(2,3-b)pyridine-5-carboxamideHCID 50358081.3%

反応手順

To a solution of N-(4-chlorobenzyl)-2-(hydroxymethyl)-7-methyl-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide (0.250 g) from Example No. 35 in DMF (14 mL) are added DMAP (13 mg), 2,4,6-collidine (0.23 mL), and methanesulfonyl chloride (0.13 mL). The reaction is stirred at rt for 1.5 h and then morpholine (0.60 mL, 6.9 mmol) is added. The reaction is stirred at rt for 18 h. The reaction mixture is poured into water (40 mL). The resulting off-white solid is filtered off and recrystallized from ethanol to yield 0.242 g (81%) of the title compound as an off-white, crystalline solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06495683B2
出典データセットuspto-grants-2002_12
ORD IDord-c30028bf1382405da663cba3bbe9d5e3
出典メモuspto-grants-2002_12