2-(4-chlorophenyl)-8-methyl-6-phenyl-6H-pyrazolo[3,4-b]thieno[2,3-d]pyridin-3-ol -Drug Synthesis Database

【结构式】

【分子编号】57508

【品名】2-(4-chlorophenyl)-8-methyl-6-phenyl-6H-pyrazolo[3,4-b]thieno[2,3-d]pyridin-3-ol

【CA登记号】

【分子式】C₂₁H₁₄ClN₃OS

【分子量】391.88048

【元素组成】C 64.36% H 3.6% Cl 9.05% N 10.72% O 4.08% S 8.18%

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：(IV)

Condensation of the known chloro pyrazolopyridine (I) with the lithium salt of 4-chlorobenzylthiol (II) produces the intermediate thioether (III) which, in the presence of excess LDA, undergoes intramolecular Claisen condensation to the pyrazolothienopyridine derivative (IV). Subsequent acylation of (IV) with glutaric anhydride (V) in acetone gives rise to the target glutarate mono-ester.

参考文献中间体

合成目标

【1】 da Silva, K.C.M.; Fraga, C.A.M.; Barreiro, E.J.; de Brito, F.C.F.; de Miranda, A.L.P.; Cardoso, C.R.; Design, synthesis and pharmacological evaluation of novel pyrazolo[3,4-b]thieno[2,3-d]pyridine acid derivatives: A new class of anti-inflammatory and anti-platelet agents. Bioorg Med Chem Lett 2002, 12, 1, 9.

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)	57506	ethyl 4-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate		C₁₆H₁₄ClN₃O₂	详情	详情
(II)	32674	(4-chlorophenyl)methanethiol; 4-chlorobenzylhydrosulfide	6258-66-8	C₇H₇ClS	详情	详情
(III)	52507	6-chloro-2-nitro-9-oxo-9,10-dihydro-4-acridinecarboxylic acid		C₁₄H₇ClN₂O₅	详情	详情
(IV)	57508	2-(4-chlorophenyl)-8-methyl-6-phenyl-6H-pyrazolo[3,4-b]thieno[2,3-d]pyridin-3-ol		C₂₁H₁₄ClN₃OS	详情	详情
(V)	15512	Glutaric Anhydride; dihydro-2H-pyran-2,6(3H)-dione	108-55-4	C₅H₆O₃	详情	详情

Extended Information