JP2001261653A5 - - Google Patents

Description

式中、Ｒ３、Ｒ４、Ｒ６はそれぞれ独立に水素原子、置換または未置換のアルキル基、置換または未置換のアリ−ル基、置換または未置換のヘテロ環残基、アシル基を表す。Ｒ３とＲ４は結合して、それらが結合している窒素原子と共に非金属原子からなる置換または非置換の環を形成してもよい。Ｒ５は、水素原子、置換または未置換のアルキル基、置換または未置換のアリ−ル基、置換または未置換のヘテロ環残基、置換または未置換のアルケニル基、置換または未置換のアルキニル基、ヒドロキシル基、アルコキシ基、アリ−ルオキシ基、カルボニル基、スルホニル基、置換または未置換のアミノ基、ニトロ基、シアノ基、ハロゲン原子を表す。 (2)
A method for producing a pyridine derivative, comprising a step of reacting an acetyl compound represented by the general formula (I) according to claim 1 with a 3-iminopropenylamino compound represented by the following general formula (III). Method.
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In the formula, R3, R4, and R6 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic residue, or an acyl group. R3 and R4 may combine to form a substituted or unsubstituted ring consisting of a nonmetallic atom together with the nitrogen atom to which they are attached. R5 represents a hydrogen atom , a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic residue, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, Represents a hydroxyl group, an alkoxy group, an aryloxy group, a carbonyl group, a sulfonyl group, a substituted or unsubstituted amino group, a nitro group, a cyano group, and a halogen atom.

Example 1 Synthesis of 4-methyl-2- (5-methyl-2-pyridyl) pyridine (V-1) (2-methyl-3-piperidylprop-2-enylidene) piperidine perchlorate (IV-1) 9.62 g (0.03 mol) and 4.06 g (0.030 mol) of 4-methyl-2-acetylpyridine were dissolved in 14 ml of tetrahydrofuran, and 3.63 g (0.032 mol) of potassium t-butoxide was added thereto. The reaction was performed at 30 ° C for 30 minutes. Next, 9.25 g (0.12 mol) of ammonium acetate and 7 ml of acetic acid were added, and the mixture was reacted at 60 ° C for 2 hours. Then, tetrahydrofuran was concentrated and removed while the internal temperature was raised to 85 ° C, and the reaction was performed at 85 ° C for 2 hours. After cooling, 40 ml of toluene and 30 ml of a 25% aqueous NaOH solution were added to the reaction solution, and the mixture was extracted four times with 20 ml of toluene. The organic layer was dried over anhydrous sodium sulfate, which was filtered and concentrated. Toluene was added for recrystallization to obtain 5.53 g (yield: 75.0%) of a pale yellow powder. As a result of HPLC analysis (column ODS-80TM, detection UV: 254 nm, flow rate: 1.0 ml / min, eluent: methanol / water = 40/60 buffer, triethylamine and acetic acid: 0.1%), the purity was 98.0%. 170-172 ° C.