[1,6]naphthyridine-2-carboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】37221

【品名】[1,6]naphthyridine-2-carboxylic acid

【CA登记号】

【分子式】C₉H₆N₂O₂

【分子量】174.15892

【元素组成】C 62.07% H 3.47% N 16.09% O 18.37%

与该中间体有关的原料药合成路线共 3 条

合成路线1 合成路线2 合成路线3

合成路线1

该中间体在本合成路线中的序号：(I)

The condensation of 1,6-naphthyridine-2-carboxylic acid (I) with 2-isopropoxybenzylamine (II) by means of EDC and HOBT in DMF yields the target compound.

参考文献中间体

合成目标

【1】 May, S.; Stefanac, T.; Jin, H.; Wang, W.; Yuen, L.; Falardeau, G.; Lavallee, J.-F.; Bedard, J.; Chan, L.; Discovery of 1,6-naphthyridines as a novel class of potent and selective human cytomegalovirus inhibitors. J Med Chem 1999, 42, 16, 3023.

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)	37221	[1,6]naphthyridine-2-carboxylic acid		C₉H₆N₂O₂	详情	详情
(II)	37222	(2-isopropoxyphenyl)methanamine; 2-isopropoxybenzylamine		C₁₀H₁₅NO	详情	详情

合成路线2

该中间体在本合成路线中的序号：(I)

The bromination of 1,6-naphthyridine-2-carboxylic acid (I) with Br2 in acetic acid gives the 8-bromo derivative (II), which is condensed with 2-isopropoxybenzylamine (III) by means of EDC and HOBT in DMF yielding the corresponding amide (IV). Finally, this compound is vinylated with CH2 = CH-SnBu3 and PdCl2(PPh3)2 in DMF.

参考文献中间体

合成目标

【1】 May, S.; Stefanac, T.; Jin, H.; Wang, W.; Yuen, L.; Falardeau, G.; Lavallee, J.-F.; Bedard, J.; Chan, L.; Discovery of 1,6-naphthyridines as a novel class of potent and selective human cytomegalovirus inhibitors. J Med Chem 1999, 42, 16, 3023.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	24920	tributyl(vinyl)stannane；Tributylvinylstannane;Vinyltributylstannane	7486-35-3	C₁₄H₃₀Sn	详情	详情
(I)	37221	[1,6]naphthyridine-2-carboxylic acid		C₉H₆N₂O₂	详情	详情
(II)	37223	8-bromo[1,6]naphthyridine-2-carboxylic acid		C₉H₅BrN₂O₂	详情	详情
(III)	37222	(2-isopropoxyphenyl)methanamine; 2-isopropoxybenzylamine		C₁₀H₁₅NO	详情	详情
(IV)	37224	8-bromo-N-(2-isopropoxybenzyl)[1,6]naphthyridine-2-carboxamide		C₁₉H₁₈BrN₃O₂	详情	详情

合成路线3

该中间体在本合成路线中的序号：(I)

参考文献中间体

合成目标

【1】 May, S.; Stefanac, T.; Jin, H.; Wang, W.; Yuen, L.; Falardeau, G.; Lavallee, J.-F.; Bedard, J.; Chan, L.; Discovery of 1,6-naphthyridines as a novel class of potent and selective human cytomegalovirus inhibitors. J Med Chem 1999, 42, 16, 3023.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	37221	[1,6]naphthyridine-2-carboxylic acid	C₉H₆N₂O₂	详情	详情
(II)	37223	8-bromo[1,6]naphthyridine-2-carboxylic acid	C₉H₅BrN₂O₂	详情	详情
(III)	37222	(2-isopropoxyphenyl)methanamine; 2-isopropoxybenzylamine	C₁₀H₁₅NO	详情	详情
(IV)	37224	8-bromo-N-(2-isopropoxybenzyl)[1,6]naphthyridine-2-carboxamide	C₁₉H₁₈BrN₃O₂	详情	详情

Extended Information