6-hydroxy-1-[(Z)-3-pyridinylmethylidene]-3,4-dihydro-2-naphthalenone -Drug Synthesis Database

【结构式】

【分子编号】44719

【品名】6-hydroxy-1-[(Z)-3-pyridinylmethylidene]-3,4-dihydro-2-naphthalenone

【CA登记号】

【分子式】C₁₆H₁₃NO₂

【分子量】251.28476

【元素组成】C 76.48% H 5.21% N 5.57% O 12.73%

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)

Aldol condensation of 3-pyridinecarboxaldehyde (II) with tetralone (I) in the presence of piperidine provided unsaturated ketone (III). This was subjected to reductive amination with ammonium formate and sodium cyanoborohydride to give the cis-aminotetralin (IV). Finally, amine (IV) was coupled with [4-(2-oxo-1-benzimidazolinyl)piperidin-1-yl]acetic acid (V) using HBTU.

参考文献中间体

合成目标

【1】 Lovenberg, T.W.; Dax, S.L.; McNally, J.J.; Wilson, S.; Nepomuceno, D.; Youngman, M.A.; N-acylated alpha-(3-pyridylmethyl)-beta-aminotetralin antagonists of the human neuropeptide Y Y5 receptor. Bioorg Med Chem Lett 2000, 10, 15, 1641.

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)	40937	6-hydroxy-3,4-dihydro-2(1H)-naphthalenone		C₁₀H₁₀O₂	详情	详情
(II)	12849	Nicotinaldehyde; 3-Pyridinecarboxaldehyde	500-22-1	C₆H₅NO	详情	详情
(III)	44719	6-hydroxy-1-[(Z)-3-pyridinylmethylidene]-3,4-dihydro-2-naphthalenone		C₁₆H₁₃NO₂	详情	详情
(IV)	44720	(5R,6S)-6-amino-5-(3-pyridinylmethyl)-5,6,7,8-tetrahydro-2-naphthalenol		C₁₆H₁₈N₂O	详情	详情
(V)	44721	2-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinyl]acetic acid		C₁₄H₁₇N₃O₃	详情	详情

Extended Information