3-chloro-N-(4-methoxyphenyl)propanamide -Drug Synthesis Database

【结构式】

【分子编号】55445

【品名】3-chloro-N-(4-methoxyphenyl)propanamide

【CA登记号】

【分子式】C₁₀H₁₂ClNO₂

【分子量】213.66352

【元素组成】C 56.21% H 5.66% Cl 16.59% N 6.56% O 14.98%

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：(VI)

The condensation of p-anisidine (IV) with 3-chloropropionyl chloride (V) by means of TEA in hot toluene, hot 2-butanone or DMF gives the corresponding amide (VI), which is then cyclized by means of AlCl3 in N,N-dimethylacetamide at 150-60 C and treated with NaBH4 in water to yield the desired 6-hydroxy-1,2,3,4-tetrahydroquinolin-2-one intermediate (III).

参考文献中间体

合成目标

【1】 Mendelovici, M.; Nidam, T.; Pilarsky, G. (Teva Pharmaceutical Industries Ltd.; Teva Pharmaceuticals USA, Inc.); Processes for preparing 6-hydroxy-3,4-dihydroquinolinone, cilostazol and N-(4-methoxyphenyl)-3-chloropropionamide. WO 0170697 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(III)	30226	6-Hydroxy-2-oxo-1,2,3,4-tetrahydroquinoline; 6-Hydroxy-3,4-dihydro-2(1H)-quinolinone; 6-Hydroxy-3,4-dihydrocarbostyril		C₉H₉NO₂	详情	详情
(IV)	10478	p-Anisidine; 4-Methoxyaniline; 4-Methoxyphenylamine	104-94-9	C₇H₉NO	详情	详情
(V)	18936	3-chloropropanoyl chloride	625-36-5	C₃H₄Cl₂O	详情	详情
(VI)	55445	3-chloro-N-(4-methoxyphenyl)propanamide		C₁₀H₁₂ClNO₂	详情	详情

Extended Information