4-(4-chlorophenyl)-4-oxo-N,N-dipropylbutanamide -Drug Synthesis Database

【结构式】

【分子编号】47011

【品名】4-(4-chlorophenyl)-4-oxo-N,N-dipropylbutanamide

【CA登记号】

【分子式】C₁₆H₂₂ClNO₂

【分子量】295.80892

【元素组成】C 64.97% H 7.5% Cl 11.99% N 4.74% O 10.82%

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：(III)

Condensation of carboxylic acid (I) with dipropylamine (II) in the presence of ethyl 1,2-dihydro-2-ethoxy-1-quinolinecarboxylate (EEDQ) yields amide (III), which is then brominated with Br2 in CCl4 to provide derivative (IV). Finally, bromoketoamide (IV) is cyclized with to 3-methyl-2-aminopyridine (V) in DMF to furnish the target product.

参考文献中间体

合成目标

【1】 Biggio, G.; Carotti, A.; Trapani, G.; Liso, G.; Sanna, E.; Serra, M.; Ricciardi, L.; Franco, M.; latrofa, A.; Novel 2-phenylimidazo[1,2-a]pyridine derivatives as potent and selective ligands for peripheral benzodiazepine receptors: Synthesis, binding affinity, and in vivo studies. J Med Chem 1999, 42, 19, 3934.

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)	37461	4-(4-chlorophenyl)-4-oxobutyric acid	3984-34-7	C₁₀H₉ClO₃	详情	详情
(II)	21856	N,N-dipropylamine; N-propyl-1-propanamine	142-84-7	C₆H₁₅N	详情	详情
(III)	47011	4-(4-chlorophenyl)-4-oxo-N,N-dipropylbutanamide		C₁₆H₂₂ClNO₂	详情	详情
(IV)	47012	3-bromo-4-(4-chlorophenyl)-4-oxo-N,N-dipropylbutanamide		C₁₆H₂₁BrClNO₂	详情	详情
(V)	13016	3-Methyl-2-pyridinylamine; 3-Methyl-2-pyridinamine; 2-Amino-3-picoline; 2-Amino-3-methylpyridine	1603-40-3	C₆H₈N₂	详情	详情

Extended Information