3-methyl-4-phenyl-2-quinolinecarbonyl chloride -Drug Synthesis Database

【结构式】

【分子编号】48299

【品名】3-methyl-4-phenyl-2-quinolinecarbonyl chloride

【CA登记号】

【分子式】C₁₇H₁₂ClNO

【分子量】281.74112

【元素组成】C 72.47% H 4.29% Cl 12.58% N 4.97% O 5.68%

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)

Friedländer cyclization between 2-aminobenzophenone (I) and 2-oxobutyric acid (II) by means of NaOMe in MeOH gives carboxylic acid (III), which is then converted into the corresponding acid chloride (IV) by reaction with SOCl2 in CH2Cl2. Finally, the target product is obtained by reaction of (IV) with N-methylbenzylamine (V) by means of Et3N.

参考文献中间体

合成目标

【1】 Anzini, M.; et al.; Synthesis of 2-substituted 2,3-dihydro-9-phenyl-1H-pyrrolo[3,4-b]quinolin-3-ones as potential peripheral benzodiazepine-receptor ligands. Heterocycles 1994, 38, 1, 103.
【2】 Manzoni, C.; Anzini, M.; Cappelli, A.; Giorgi, G.; Menziani, M.C.; Vomero, S.; De Benedetti, P.G.; Mapping the peripheral benzodiazepine receptor binding site by conformationally restrained derivatives of 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide (PK11195). J Med Chem 1997, 40, 18, 2910.

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)	21101	(2-aminophenyl)(phenyl)methanone; 2-Aminobenzophenone	2835-77-0	C₁₃H₁₁NO	详情	详情
(II)	48297	2-oxobutyric acid	600-18-0	C₄H₆O₃	详情	详情
(III)	48298	3-methyl-4-phenyl-2-quinolinecarboxylic acid		C₁₇H₁₃NO₂	详情	详情
(IV)	48299	3-methyl-4-phenyl-2-quinolinecarbonyl chloride		C₁₇H₁₂ClNO	详情	详情
(V)	11969	N-Methyl(phenyl)methanamine; N-Benzyl-N-methylamine; N-Methylbenzylamine	103-67-3	C₈H₁₁N	详情	详情

Extended Information