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HRID 249868作成日:2026年10月27日

Sodium hydride → methyl 2-(5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)benzoxazole-4-carboxylate

https://huagongshe.com/reaction/249868

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物5,6,7,8-Tetrahydroimidazo(1,2-a)pyrazineHCID 13247046—
反応物Methyl 2-chlorobenzo[d]oxazole-4-carboxylateHCID 56924368—
溶媒TetrahydrofuranHCID 8028—
生成物methyl 2-(5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)benzoxazole-4-carboxylateHCID 6687400337.2%

反応手順

To a solution of NaH (60% dispersion in mineral oil, 0.130 g, 3.25 mmol) in THF (10 mL) was added 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (0.33 g, 2.71 mmol) and the reaction mixture stirred for 10 min. Methyl 2-chlorobenzoxazole-4-carboxylate (478 mg, 2.26 mmol), in THF (10 mL) was added and the reaction mixture was allowed to stir at room temperature 17 h. The reaction mixture was quenched with CH3OH (3 mL), and adsorbed onto silica gel (2 g). The crude product was purified by column chromatography (silica gel, 0.5 to 10% CH3OH in CH2Cl2) to afford methyl 2-(5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)benzoxazole-4-carboxylate (251 mg, 37%) as an orange oil. 1H NMR and MS consistent.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07863271B2
出典データセットuspto-grants-2011_01
ORD IDord-e86c045249124794b183b9a2113338c4
出典メモuspto-grants-2011_01