1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione -Drug Synthesis Database

【结构式】

【分子编号】63786

【品名】1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

【CA登记号】

【分子式】C₇H₈N₄O₂

【分子量】180.16628

【元素组成】C 46.67% H 4.48% N 31.1% O 17.76%

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)

Reaction of theophylline (I) with 1,3-dibromopropane (II) in DMF in the presence of triethylamine afforded the bromo intermediate (III)) in 77% yield. Reaction of (III) with 4-hydroxypiperidine (IV) in DMF in the presence of sodium bicarbonate afforded the unsubstituted hydroxypiperidinyl intermediate (V) in 31% yield which was subsequently alkylated with diphenylmethylbromide (VI) to afford Wy-49,051 in 29% yield.

参考文献中间体

合成目标

【1】 Abou-Gharbia, M.A.; Nielsen, S.T.; Webb, M.B. (American Home Products Corp.); Histamine H1-antagonists. EP 0271192; GB 2196963; JP 1988152381; US 4716166 .
【2】 Abou-Gharbia, M.; Wy-49,051. Drugs Fut 1990, 15, 2, 137.

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)	63786	1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione		C₇H₈N₄O₂	详情	详情
(II)	12581	1,3-Dibromopropane	109-64-8	C₃H₆Br₂	详情	详情
(III)	13592	7-(3-Bromopropyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione		C₁₀H₁₃BrN₄O₂	详情	详情
(IV)	12076	4-Piperidinol; 4-Hydroxypiperidine	5382-16-1	C₅H₁₁NO	详情	详情
(V)	13593	7-[3-(4-Hydroxy-1-piperidinyl)propyl]-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione		C₁₅H₂₃N₅O₃	详情	详情
(VI)	12079	Bromodiphenylmethane; 1-[Bromo(phenyl)methyl]benzene; Benzhydrylbromide	776-74-9	C₁₃H₁₁Br	详情	详情
(VII)	63787	7-{3-[4-(benzhydryloxy)-1-piperidinyl]propyl}-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione		C₂₈H₃₃N₅O₃	详情	详情

Extended Information