5-chloro-2-(5-[[(3R)-3-(dimethylamino)pyrrolidinyl]sulfonyl]-2-propoxyphenyl)-8-(4-methoxybenzyl)-3,8-dihydro-4H-pyrazolo[4',3':5,6]pyrido[4,3-d]pyrimidin-4-one -Drug Synthesis Database

【结构式】

【分子编号】51150

【品名】5-chloro-2-(5-[[(3R)-3-(dimethylamino)pyrrolidinyl]sulfonyl]-2-propoxyphenyl)-8-(4-methoxybenzyl)-3,8-dihydro-4H-pyrazolo[4',3':5,6]pyrido[4,3-d]pyrimidin-4-one

【CA登记号】

【分子式】C₃₁H₃₄ClN₇O₅S

【分子量】652.17384

【元素组成】C 57.09% H 5.25% Cl 5.44% N 15.03% O 12.27% S 4.92%

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：(XII)

The pyrazolopyridopyrimidine tricyclic system (XII) was generated by acylation of amine (X) with acid chloride (XI), followed by base-mediated cyclization. Displacement of the remaining chloride of (XII) with p-fluorobenzyl amine (XIII) afforded (XIV). The p-methoxybenzyl group of (XIV) was finally removed by treatment with trifluoroacetic acid yielding the title compound.

参考文献中间体

合成目标

【1】 Bi, Y.; et al.; The discovery of novel, potent and selective PDE5 inhibitors. Bioorg Med Chem Lett 2001, 11, 18, 2461.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(X)	51148	4-amino-6-chloro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxamide		C₁₅H₁₄ClN₅O₂	详情	详情
(XI)	51149	5-[[(3R)-3-(dimethylamino)pyrrolidinyl]sulfonyl]-2-propoxybenzoyl chloride		C₁₆H₂₃ClN₂O₄S	详情	详情
(XII)	51150	5-chloro-2-(5-[[(3R)-3-(dimethylamino)pyrrolidinyl]sulfonyl]-2-propoxyphenyl)-8-(4-methoxybenzyl)-3,8-dihydro-4H-pyrazolo[4',3':5,6]pyrido[4,3-d]pyrimidin-4-one		C₃₁H₃₄ClN₇O₅S	详情	详情
(XIII)	31095	4-fluorobenzylamine; (4-fluorophenyl)methanamine	140-75-0	C₇H₈FN	详情	详情
(XIV)	51151	2-(5-[[(3R)-3-(dimethylamino)pyrrolidinyl]sulfonyl]-2-propoxyphenyl)-5-[(4-fluorobenzyl)amino]-8-(4-methoxybenzyl)-3,8-dihydro-4H-pyrazolo[4',3':5,6]pyrido[4,3-d]pyrimidin-4-one		C₃₈H₄₁FN₈O₅S	详情	详情

Extended Information