N,N-diethyl-4-quinolinecarboxamide -Drug Synthesis Database

【结构式】

【分子编号】46799

【品名】N,N-diethyl-4-quinolinecarboxamide

【CA登记号】

【分子式】C₁₄H₁₆N₂O

【分子量】228.29392

【元素组成】C 73.66% H 7.06% N 12.27% O 7.01%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(IV)

On the other hand, the synthesis of benzhydrylpyridazinone (X) is performed as follows: condensation of 1,1-diphenyl acetone (VII) with glyoxylic acid (VIII) in refluxing 1,2-dimethoxyethane yields oxopentanoic acid (IX), which is finally subjected to cyclization with hydrazine in refluxing H2O.

参考文献中间体

合成目标

【1】 Kelly, T.R.; et al.; Synthesis of the potent antimalarials calothrixin A and B. Org Lett 2000, 2, 23, 3735.

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)	46797	Indole-3-aldehyde; 3-Formylindole; 1H-Indole-3-carbaldehyde; Indole-3-carboxaldehyde	487-89-8	C₉H₇NO	详情	详情
(II)	46798	1-(methoxymethyl)-1H-indole-3-carbaldehyde		C₁₁H₁₁NO₂	详情	详情
(III)	45801	4-quinolinecarboxylic acid	486-74-8	C₁₀H₇NO₂	详情	详情
(IV)	46799	N,N-diethyl-4-quinolinecarboxamide		C₁₄H₁₆N₂O	详情	详情
(V)	46800	12-(methoxymethyl)-7H-indolo[3,2-j]phenanthridine-7,13(12H)-dione		C₂₁H₁₄N₂O₃	详情	详情

合成路线2

该中间体在本合成路线中的序号：(IV)

Methanol derivative (VI) is then condensed with (X) to give pyridazinone derivative (XI) by first mesylation with mesyl chloride (MsCl) and Et3N in dichloromethane followed by condensation with derivative (X) by means of tert-BuOK in DMF in the presence of 18-crown-6. (Alternatively, instead of mesylation, tosylation of (VI) can be performed by treatment with p-toluenesulfonyl chloride in pyridine; in that case, condensation with (X) occurs by means of NaH in DMF).

参考文献中间体

合成目标

【1】 Kelly, T.R.; et al.; Synthesis of the potent antimalarials calothrixin A and B. Org Lett 2000, 2, 23, 3735.

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)	46797	Indole-3-aldehyde; 3-Formylindole; 1H-Indole-3-carbaldehyde; Indole-3-carboxaldehyde	487-89-8	C₉H₇NO	详情	详情
(II)	46798	1-(methoxymethyl)-1H-indole-3-carbaldehyde		C₁₁H₁₁NO₂	详情	详情
(III)	45801	4-quinolinecarboxylic acid	486-74-8	C₁₀H₇NO₂	详情	详情
(IV)	46799	N,N-diethyl-4-quinolinecarboxamide		C₁₄H₁₆N₂O	详情	详情
(V)	46800	12-(methoxymethyl)-7H-indolo[3,2-j]phenanthridine-7,13(12H)-dione		C₂₁H₁₄N₂O₃	详情	详情
(VI)	46801	7H-indolo[3,2-j]phenanthridine-7,13(12H)-dione		C₁₉H₁₀N₂O₂	详情	详情

Extended Information