2-(1H-pyrrol-2-ylmethyl)-1H-pyrrole -Drug Synthesis Database

【结构式】

【分子编号】64350

【品名】2-(1H-pyrrol-2-ylmethyl)-1H-pyrrole

【CA登记号】

【分子式】C₉H₁₀N₂

【分子量】146.19188

【元素组成】C 73.94% H 6.89% N 19.16%

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)

Acid-catalyzed condensation of dipyrrolylmethane (I) with 3,5-dimethoxybenzaldehyde (II) gives rise to the porphyrin derivative (III). Subsequent demethylation of the methoxy groups of (III) employing BBr3 affords the tetraphenol compound (IV). Finally, partial reduction of (IV) by means of p-toluenesulfonyl hydrazide in hot pyridine furnishes the title compound (1,2).

参考文献中间体

合成目标

【1】 Bourré, L.; Simmoneaux, G.; Ferrand, Y.; Thibaut, S.; Lajat, Y.; Patrice, T.; Synthesis, and in vitro and in vivo evaluation of a diphenylchlorin sensitizer for photodynamic therapy. J Photochem Photobiol B Biol 2003, 69, 3, 179.
【2】 Bourre, L.; Patrice, T.; Dihydroporphyrin derivs. and their uses. EP 1305317; FR 2812637; US 2004022734; WO 0210173 .

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)	64350	2-(1H-pyrrol-2-ylmethyl)-1H-pyrrole		C₉H₁₀N₂	详情	详情
(II)	21720	3,5-dimethoxybenzaldehyde	7311-34-4	C₉H₁₀O₃	详情	详情
(III)	64351	3-[12-[3,5-bis(methyloxy)phenyl]-21,22,23,24-tetraazapentacyclo[16.2.1.1~3,6~.1~8,11~.1~13,16~]tetracosa-1,3(24),4,6,8,10,12,14,16(22),17,19-undecaen-2-yl]-5-(methyloxy)phenyl methyl ether; 2,12-bis[3,5-bis(methyloxy)phenyl]-21,22,23,24-tetraazapentacyclo[16.2.1.1~3,6~.1~8,11~.1~13,16~]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaene		C₃₆H₃₀N₄O₄	详情	详情
(IV)	64352	5-[12-(3,5-dihydroxyphenyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1~3,6~.1~8,11~.1~13,16~]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-2-yl]-1,3-benzenediol		C₃₂H₂₂N₄O₄	详情	详情

Extended Information