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HRID 1824086作成日:2026年10月25日

1,2,3,4-Tetrahydro-1-naphthalenol → 2-(2,4-Dichlorophenyl)-3,6-diethyl-5-(1,2,3,4-tetrahydronaphthalen-1-yloxy)pyrazine

https://huagongshe.com/reaction/1824086

反応式

関与物質

役割名称HCID仕込み量
反応物1,2,3,4-Tetrahydro-1-naphthalenolHCID 10723—
反応物Sodium hydrideHCID 24758—
反応物2-Bromo-5-(2,4-dichlorophenyl)-3,6-diethylpyrazineHCID 22147437—
溶媒Dimethyl SulfoxideHCID 679—
溶媒WaterHCID 962—
生成物2-(2,4-Dichlorophenyl)-3,6-diethyl-5-(1,2,3,4-tetrahydronaphthalen-1-yloxy)pyrazineHCID 10173406—

反応手順

A solution of 1,2,3,4-tetrahydronaphthalen-1-ol (248 mg) in DMSO (3 ml) was added to NaH (100 mg) suspended in DMSO (4 ml). The reaction mixture was stirred at r.t. for 1 hour and heated at 75° C. for 1 hour. 2-bromo-5-(2,4-dichlorophenyl)-3,6-diethylpyrazine in DMSO (3 ml) was added. After 24 h, the rxn mixture was diluted with 30 ml of H2O, extracted with CH2Cl2, washed with NaHCO3, brine, dried (MgSO4), filtered and concentrated. Flash chromatography (1:50 EtOAC:Heptane) gave the title compound: 1H NMR (CDCl3) δ 1.23, 1.95, 2.13, 2.20, 2.58, 2.83, 2.96, 6.46, 7.36; HRMS (ESI+) calcd for C24H24Cl2N2O1 (M+H)+ 427.1344, found 427.1359.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07041672B2
出典データセットuspto-grants-2006_05
ORD IDord-9db3fc33dade43bc865efc898f37ab52
出典メモuspto-grants-2006_05