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HRID 53650作成日:2026年10月24日

Acetic Acid → 6-[4-(3,6-Dihydro-4-phenyl-1(2H)-pyridinyl)-1-butynyl]-N-propyl-3-pyridinamine

https://huagongshe.com/ja/reaction/53650

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AcidHCID 176—
反応物PropanalHCID 527—
反応物Sodium triacetoxyborohydrideHCID 5049666—
反応物6-[4-(3,6-Dihydro-4-phenyl-1(2H)-pyridinyl)-1-butynyl]-3-pyridinamineHCID 10086348—
溶媒1,1-DichloroethaneHCID 6365—
生成物6-[4-(3,6-Dihydro-4-phenyl-1(2H)-pyridinyl)-1-butynyl]-N-propyl-3-pyridinamineHCID 19960149—

反応手順

A solution of propionaldehyde (0.18 mL, 2.5 mmol), 6-[4-(3,6-dihydro-4-phenyl-1(2H)-pyridinyl)-1-butynyl]-3-pyridinamine (Example 20) (0.83 g, 2.7 mmoL) and glacial acetic acid (0.14 mL, 2.5 mmol) in 20 mL of dichloroethane is treated with sodium triacetoxyborohydride (0.79 g, 3.7 mmol) under nitrogen and is stirred at room temperature for 18 hours. The reaction is quenched with saturated aqueous sodium bicarbonate, diluted with dichloromethane, and the organic layer is dried (sodium sulfate) and concentrated under reduced pressure. The residue is chromatographed (silica gel, 1% methanol/99% dichloromethane) to give the title compound, containing 0.20 mol of water; mp 138°-139° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05620988
出典データセットuspto-grants-1997_04
ORD IDord-6401e278add04c6080f07f800a18b1a1
出典メモuspto-grants-1997_04