6-benzyl-2-methoxy-5-methyl-4(3H)-pyrimidinone -Drug Synthesis Database

【结构式】

【分子编号】51790

【品名】6-benzyl-2-methoxy-5-methyl-4(3H)-pyrimidinone

【CA登记号】

【分子式】C₁₃H₁₄N₂O₂

【分子量】230.26644

【元素组成】C 67.81% H 6.13% N 12.17% O 13.9%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(III)

Condensation of 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 5-methyl-6-benzyl-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with isobutoxy sodium salt (IV) furnished 2-isobutoxy-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine.

参考文献中间体

合成目标

【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.

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)	51789	methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate		C₁₂H₁₄O₃	详情	详情
(II)	26657	O-methyl isourea; [Amino(imino)methoxy]methane	52328-05-9	C₂H₆N₂O	详情	详情
(III)	51790	6-benzyl-2-methoxy-5-methyl-4(3H)-pyrimidinone		C₁₃H₁₄N₂O₂	详情	详情
(IV)	51779	sodium 2-butanolate		C₄H₉NaO	详情	详情

合成路线2

该中间体在本合成路线中的序号：(III)

Condensation of 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 5-methyl-6-benzyl-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with alkoxy or cyclohexoxy potassium salt furnished 2-cyclohexoxy-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine

参考文献中间体

合成目标

【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.

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)	51789	methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate		C₁₂H₁₄O₃	详情	详情
(II)	26657	O-methyl isourea; [Amino(imino)methoxy]methane	52328-05-9	C₂H₆N₂O	详情	详情
(III)	51790	6-benzyl-2-methoxy-5-methyl-4(3H)-pyrimidinone		C₁₃H₁₄N₂O₂	详情	详情
(IV)	51780	sodium cyclohexanolate		C₆H₁₁NaO	详情	详情

Extended Information