5-[3-(dimethylamino)propyl]-5H-dibenzo[a,d]cyclohepten-5-ol -Drug Synthesis Database

【结构式】

【分子编号】40127

【品名】5-[3-(dimethylamino)propyl]-5H-dibenzo[a,d]cyclohepten-5-ol

【CA登记号】18029-54-4

【分子式】C₂₀H₂₃NO

【分子量】293.40876

【元素组成】C 81.87% H 7.9% N 4.77% O 5.45%

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)

The Grignard reaction of dibenzo[a,d]cyclohepta-1,4,6-triene-5-one (I) with dimethylaminopropyl magnesium (C) chloride in ethyl ether gives 5-hydroxy-5-(3-dimethylaminopropyl)dibenzo[a,d]cyclohepta-1,4,6-triene (IV), which is then treated with HCl in refluxing acetic acid. Alternatively, it can also be obtained by methylation of 5-(3-methylaminopropylidene)dibenzo[a,d]cyclohepta-1,4,6-triene (IX) with formic acid and formaldehyde at 100 C.

参考文献中间体

合成目标

【1】 Protiva, M.; Vera, S.; CZ 136585 .
【2】 Roberts, P.J.; Castañer, J.; Cyclobenzaprine. Drugs Fut 1977, 2, 5, 299.
【3】 Vilani, F.J. (Schering Corp.); 5-(3'-Dimethylamino-2'-methylpropyl)dibenzocycloheptenes. US 3409640 .

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)	29151	5H-dibenzo[a,d]cyclohepten-5-one; Dibenzosuberenone	2222-33-5	C₁₅H₁₀O	详情	详情
(IV)	40127	5-[3-(dimethylamino)propyl]-5H-dibenzo[a,d]cyclohepten-5-ol	18029-54-4	C₂₀H₂₃NO	详情	详情
(IX)	40128	N-[3-(5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-N-methylamine; 3-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine		C₁₉H₁₉N	详情	详情
(C)	37604	bromo[3-(dimethylamino)propyl]magnesium	120615-47-6	C₅H₁₂BrMgN	详情	详情

Extended Information