2-methoxy-9-methyl-9H-carbazole-3-carbaldehyde -Drug Synthesis Database

【结构式】

【分子编号】24790

【品名】2-methoxy-9-methyl-9H-carbazole-3-carbaldehyde

【CA登记号】

【分子式】C₁₅H₁₃NO₂

【分子量】239.27376

【元素组成】C 75.3% H 5.48% N 5.85% O 13.37%

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)

The reaction of 2-methoxy-9-methylcarbazole-3-carbaldehyde (I) with malonic acid gives the propenoic acid (III), which by treatment with sodium azide and ethyl chloroformate is converted into the azide (IV). The cyclization of (IV) in refluxing ortho-dichlorobenzene affords 5-methoxy-7-methyl-2,7-dihydro-1H-pyrido [4,3-c]carbazol-1-one (V), which by treatment with POCl3 is converted into the 1-chloro derivative (VI). Finally, this compound is dechlorinated by hydrogenation with H2 over Pd/C.

参考文献中间体

合成目标

【1】 Hirata, K.; et al.; Substituted 7H-pyrido[4,3-c]carbazoles with potent anti-HIV activity. Bioorg Med Chem Lett 1999, 9, 2, 119.

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)	24790	2-methoxy-9-methyl-9H-carbazole-3-carbaldehyde		C₁₅H₁₃NO₂	详情	详情
(II)	12963	Malonic acid	141-82-2	C₃H₄O₄	详情	详情
(III)	24792	(E)-3-(2-methoxy-9-methyl-9H-carbazol-3-yl)-2-propenoic acid		C₁₇H₁₅NO₃	详情	详情
(IV)	24793	(E)-3-(2-methoxy-9-methyl-9H-carbazol-3-yl)-2-propenoyl azide		C₁₇H₁₄N₄O₂	详情	详情
(V)	24794	5-methoxy-7-methyl-2,7-dihydro-1H-pyrido[4,3-c]carbazol-1-one		C₁₇H₁₄N₂O₂	详情	详情
(VI)	24795	1-chloro-5-methoxy-7-methyl-7H-pyrido[4,3-c]carbazole		C₁₇H₁₃ClN₂O	详情	详情

Extended Information