3-(4-phenyl-1-piperidinyl)-1-propanamine; 3-(4-phenyl-1-piperidinyl)propylamine -Drug Synthesis Database

【结构式】

【分子编号】58481

【品名】3-(4-phenyl-1-piperidinyl)-1-propanamine; 3-(4-phenyl-1-piperidinyl)propylamine

【CA登记号】

【分子式】C₁₄H₂₂N₂

【分子量】218.34216

【元素组成】C 77.01% H 10.16% N 12.83%

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)

Conjugate addition of acrylonitrile (II) to 4-phenylpiperidine (I) affords the piperidinopropionitrile (III). Catalytic hydrogenation of the cyano group of (III) in the presence of Raney nickel and methanolic ammonia leads to diamine (IV). This is further converted into isothiocyanate (VI) by reaction with thiocarbonyl diimidazole (V). Subsequent addition of sodium cyanamide to isothiocyanate (VI) yields the intermediate N-cyano isothiourea sodium salt (VII).

参考文献中间体

合成目标

【1】 Poindexter, G.S.; Sit, S.-Y.; Swann, R.T.; Bruce, M.A.; Morton, M.A.; Huang, Y.; Breitenbucher, J.G. (Bristol-Myers Squibb Co.); Dihydropyridine NPY antagonists: Cyanoguanidine derivs.. US 6001836; WO 9854136 .

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)	58479	4-phenylpiperidine	771-99-3	C₁₁H₁₅N	详情	详情
(II)	10847	Acrylonitrile	107-13-1	C₃H₃N	详情	详情
(III)	58480	3-(4-phenyl-1-piperidinyl)propanenitrile		C₁₄H₁₈N₂	详情	详情
(IV)	58481	3-(4-phenyl-1-piperidinyl)-1-propanamine; 3-(4-phenyl-1-piperidinyl)propylamine		C₁₄H₂₂N₂	详情	详情
(V)	11990	Di(1H-imidazol-1-yl)methanethione; 1,1'-Thiocarbonyldiimidazole	6160-65-2	C₇H₆N₄S	详情	详情
(VI)	58482	1-(3-isothiocyanatopropyl)-4-phenylpiperidine; 3-(4-phenyl-1-piperidinyl)propyl isothiocyanate		C₁₅H₂₀N₂S	详情	详情
(VII)	58483	sodium 1-(3-{[(cyanoimino)(sulfido)methyl]amino}propyl)-4-phenylpiperidine		C₁₆H₂₁N₄NaS	详情	详情

Extended Information