[8-hydroxy-3,4-dihydro-1(2H)-quinolinyl](3-pyridinyl)methanone -Drug Synthesis Database

【结构式】

【分子编号】34334

【品名】[8-hydroxy-3,4-dihydro-1(2H)-quinolinyl](3-pyridinyl)methanone

【CA登记号】

【分子式】C₁₅H₁₄N₂O₂

【分子量】254.28844

【元素组成】C 70.85% H 5.55% N 11.02% O 12.58%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

The acylation of 8-hydroxy-1,2,3,4-tetrahydroquinoline (I) with nicotinoyl chloride (II) by means of triethylamine in benzene gives 8-hydroxy-1-nicotinoyl-1,2,3,4-tetrahydroquinoline (III), which is condensed with epichlorohydrin (IV) by means of potassium tert-butoxide in DMF to yield 1-nicotinoyl-8-(2,3-epoxy-1-propoxy)-1,2,3,4-tetrahydroquinoline (V). Finally, this compound is condensed with isopropylamine (VI) in ethanol.

参考文献中间体

合成目标

【1】 Graewinger, O.; Raabe, T.; Beyerle, R.; Scholtholt, J.; Nitz, R.E.; 1-Acyl-8-(3-amino-2-hydroxypropoxy)-1,2,3,4-tetrahydroquinolines, compositions and use. DD 153368; DE 2934609; EP 0025864; JP 56034668; US 4335123 .
【2】 Castaner, J.; Serradell, M.N.; Hillier, K.; Nicainoprol. Drugs Fut 1984, 9, 10, 749.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	16022	1,2,3,4-tetrahydro-8-quinolinol		C₉H₁₁NO	详情	详情
(II)	10753	Nicotinoyl chloride		C₆H₄ClNO	详情	详情
(III)	34334	[8-hydroxy-3,4-dihydro-1(2H)-quinolinyl](3-pyridinyl)methanone		C₁₅H₁₄N₂O₂	详情	详情
(IV)	10146	Epichlorohydrin; 2-(Chloromethyl)oxirane	106-89-8	C₃H₅ClO	详情	详情
(V)	34335	[8-(2-oxiranylmethoxy)-3,4-dihydro-1(2H)-quinolinyl](3-pyridinyl)methanone		C₁₈H₁₈N₂O₃	详情	详情
(VI)	23933	2-Propanamine; Isopropylamine	75-31-0	C₃H₉N	详情	详情

Extended Information