2-cyanoethyl (4S)-4-(3,4-difluorophenyl)-6-(methoxymethyl)-2-oxo-3-[([3-[4-(2-pyridinyl)-1-piperidinyl]propyl]amino)carbonyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】48398

【品名】2-cyanoethyl (4S)-4-(3,4-difluorophenyl)-6-(methoxymethyl)-2-oxo-3-[([3-[4-(2-pyridinyl)-1-piperidinyl]propyl]amino)carbonyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

【CA登记号】

【分子式】C₃₀H₃₄F₂N₆O₅

【分子量】596.6342064

【元素组成】C 60.39% H 5.74% F 6.37% N 14.09% O 13.41%

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：(XXVII)

Coupling of (XXV) with the intermediate amine (X) gave urea (XXVI). The methoxydihydropyrimidine ring (XXVI) was hydrolyzed to the tetrahydropyrimidinone (XXVII) by treatment with HCl, and the cyanoethyl ester group was further removed using NaOH in aqueous acetone. The resultant carboxylic acid (XXVIII) was finally esterified with methanol by using EDC and DMAP as the coupling reagents.

参考文献中间体

合成目标

【1】 Wong, W.C.; Lagu, B.; Nagarathnam, D.; Marzabadi, M.R.; Gluchowski, C. (Synaptic Pharmaceutical Corp.); Dihydropyrimidines and uses thereof. EP 1021185; JP 2000506904; WO 9742956 .
【2】 Lagu, B.; Nagarathnam, D.; Marzabadi, M.R.; Wong, W.C.; Gluchowski, C. (Synaptic Pharmaceutical Corp.); Dihydropyrimidines and uses thereof. WO 9851311 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(X)	48387	3-[4-(2-pyridinyl)-1-piperidinyl]propylamine; 3-[4-(2-pyridinyl)-1-piperidinyl]-1-propanamine	C₁₃H₂₁N₃	详情	详情
(XXV)	48396	5-(2-cyanoethyl) 1-(4-nitrophenyl) (6S)-6-(3,4-difluorophenyl)-2-methoxy-4-(methoxymethyl)-1,5(6H)-pyrimidinedicarboxylate	C₂₄H₂₀F₂N₄O₈	详情	详情
(XXVI)	48397	2-cyanoethyl (6S)-6-(3,4-difluorophenyl)-2-methoxy-4-(methoxymethyl)-1-[([3-[4-(2-pyridinyl)-1-piperidinyl]propyl]amino)carbonyl]-1,6-dihydro-5-pyrimidinecarboxylate	C₃₁H₃₆F₂N₆O₅	详情	详情
(XXVII)	48398	2-cyanoethyl (4S)-4-(3,4-difluorophenyl)-6-(methoxymethyl)-2-oxo-3-[([3-[4-(2-pyridinyl)-1-piperidinyl]propyl]amino)carbonyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate	C₃₀H₃₄F₂N₆O₅	详情	详情
(XXVIII)	48399	(4S)-4-(3,4-difluorophenyl)-6-(methoxymethyl)-2-oxo-3-[([3-[4-(2-pyridinyl)-1-piperidinyl]propyl]amino)carbonyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylic acid	C₂₇H₃₁F₂N₅O₅	详情	详情

Extended Information