1-methyl-2-oxo-1,2-dihydro-4-pyridinecarboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】26521

【品名】1-methyl-2-oxo-1,2-dihydro-4-pyridinecarboxylic acid

【CA登记号】

【分子式】C₇H₇NO₃

【分子量】153.13752

【元素组成】C 54.9% H 4.61% N 9.15% O 31.34%

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：(I)

Reduction of N-methyl-2-pyridone-4-carboxylic acid (I) with LiBH4 provided alcohol (II), which was further oxidized to aldehyde (III) with MnO2. Wittig reaction of (III) with trimethoxybenzylphosphonium salt (IV) in the presence of NaOMe provided a mixture of E and Z olefins, from which the target Z isomer was isolated by column chromatography.

参考文献中间体

合成目标

【1】 Hatanaka, T.; Tanizawa, K.; Ohsumi, K.; Nakagawa, R.; Fukuda, Y.; Nihei, Y.; Suga, Y.; Akiyama, Y.; Tsuji, T.; Novel B-ring modified combretastatin analogues: Synthesis and antineoplastic activity. Bioorg Med Chem Lett 1998, 8, 23, 3371.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	26521	1-methyl-2-oxo-1,2-dihydro-4-pyridinecarboxylic acid	C₇H₇NO₃	详情	详情
(II)	26522	4-(hydroxymethyl)-1-methyl-2(1H)-pyridinone	C₇H₉NO₂	详情	详情
(III)	26523	1-methyl-2-oxo-1,2-dihydro-4-pyridinecarbaldehyde	C₇H₇NO₂	详情	详情
(IV)	19866	triphenyl(3,4,5-trimethoxybenzyl)phosphonium bromide	C₂₈H₂₈BrO₃P	详情	详情

Extended Information