8-[(4-benzyl-1,4-oxazinan-2-yl)methoxy]-1-methyl-1,2,3,4-tetrahydroquinoline; (4-benzyl-1,4-oxazinan-2-yl)methyl 1-methyl-1,2,3,4-tetrahydro-8-quinolinyl ether -Drug Synthesis Database

【结构式】

【分子编号】16024

【品名】8-[(4-benzyl-1,4-oxazinan-2-yl)methoxy]-1-methyl-1,2,3,4-tetrahydroquinoline; (4-benzyl-1,4-oxazinan-2-yl)methyl 1-methyl-1,2,3,4-tetrahydro-8-quinolinyl ether

【CA登记号】

【分子式】C₂₂H₂₈N₂O₂

【分子量】352.4766

【元素组成】C 74.97% H 8.01% N 7.95% O 9.08%

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：(IV)

The condensation of 4-benzyl-2-(chloromethyl)morpholine (I) with 8-hydroxy-1,2,3,4-tetrahydroquinoline (II) by means of NaH in hot DMF gives 8-(4-benzylmorpholin-2-ylmethoxy)-1,2,3,4-tetrahydroquinoline (III), which is methylated with methyl iodide and K2CO3 in refluxing acetone yielding the corresponding N-methyl derivative (IV). Finally, this compound is debenzylated by hydrogenolysis with H2 over Pd/C in ethanol.

参考文献中间体

合成目标

【1】 Tracy, M.; Ngo, J.; Castaner, J.; Dabelotine Mesylate. Drugs Fut 1996, 21, 9, 890.
【2】 Regnier, G.; Guillonneau, C.; Lepagnol, J. (ADIR et Cie.); Novel morpholine derivs., process for their preparation and pharmaceutical compsns. containing them. AU 8813520; EP 0286495; FR 2612926; JP 1988255279; US 4782054 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	13396	4-Benzyl-2-(chloromethyl)morpholine	C₁₂H₁₆ClNO	详情	详情
(II)	16022	1,2,3,4-tetrahydro-8-quinolinol	C₉H₁₁NO	详情	详情
(III)	16023	(4-benzyl-1,4-oxazinan-2-yl)methyl 1,2,3,4-tetrahydro-8-quinolinyl ether; 8-[(4-benzyl-1,4-oxazinan-2-yl)methoxy]-1,2,3,4-tetrahydroquinoline	C₂₁H₂₆N₂O₂	详情	详情
(IV)	16024	8-[(4-benzyl-1,4-oxazinan-2-yl)methoxy]-1-methyl-1,2,3,4-tetrahydroquinoline; (4-benzyl-1,4-oxazinan-2-yl)methyl 1-methyl-1,2,3,4-tetrahydro-8-quinolinyl ether	C₂₂H₂₈N₂O₂	详情	详情

Extended Information