N-methyl-N-[3-(methylamino)propyl]amine -Drug Synthesis Database

【结构式】

【分子编号】26762

【品名】N-methyl-N-[3-(methylamino)propyl]amine

【CA登记号】111-33-1

【分子式】C₅H₁₄N₂

【分子量】102.17964

【元素组成】C 58.77% H 13.81% N 27.42%

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：(II)

The reaction of 2-chlorobenzimidazole (I) with N,N'-dimethylprolylene-1,3-diamine (II) by heating at 130 C gives N-(1H-benzimidazol-2-yl)-N,N'-dimethylpropylene-1,3-diamine (III), which is treated with tert-butoxycarbonyl anhydride yielding the carbamate (IV). The condensation of (IV) with 4-fluorobenzyl chloride (V) by means of K2CO3 in DMF affords N-(benzyloxycarbonyl)-N'-[1-(4-fluorobenzyl)benzimidazol-2-yl)-N,N'-dimethylpropylene-1,3-diamine (VI), which is deprotected with trifluoroacetic acid providing the secondary amine (VII). Finally, this compound is condensed with phenyl N-[3,5-bis(trifluoromethyl)benzyl]carbamate (VIII) by heating at 120 C.

参考文献中间体

合成目标

【1】 Kamikawaji, Y.; Tanikawa, K.; Yamamoto, A.; Hirotsuka, M.; Iwama, T.; Fujita, Y. (Nissan Chemical Industry, Ltd.); Benzimidazole deriv.. EP 0980359; JP 1999315071; US 6114369; WO 9850368 .

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)	26761	2-chloroimidazo[1,2-a]pyridine; 2-chlorobenzimidazole; 2-Amino-4'-chlorodiphenylether; 2-Aminodiphenylether; 2-chloro-1H-benzimidazole	4857-06-1	C₇H₅ClN₂	详情	详情
(II)	26762	N-methyl-N-[3-(methylamino)propyl]amine	111-33-1	C₅H₁₄N₂	详情	详情
(III)	26763	N(1)-(1H-benzimidazol-2-yl)-N(1),N(3)-dimethyl-1,3-propanediamine		C₁₂H₁₈N₄	详情	详情
(IV)	26764	tert-butyl 3-[1H-benzimidazol-2-yl(methyl)amino]propyl(methyl)carbamate		C₁₇H₂₆N₄O₂	详情	详情
(V)	12354	4-Fluorobenzyl chloride; 1-(Chloromethyl)-4-fluorobenzene	352-11-4	C₇H₆ClF	详情	详情
(VI)	26765	tert-butyl 3-[[1-(4-fluorobenzyl)-1H-benzimidazol-2-yl](methyl)amino]propyl(methyl)carbamate		C₂₄H₃₁FN₄O₂	详情	详情
(VII)	26766	N-[1-(4-fluorobenzyl)-1H-benzimidazol-2-yl]-N-methyl-N-[3-(methylamino)propyl]amine		C₁₉H₂₃FN₄	详情	详情
(VIII)	26767	phenyl 3,5-bis(trifluoromethyl)benzylcarbamate		C₁₆H₁₁F₆NO₂	详情	详情

Extended Information