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【结 构 式】

【分子编号】51589

【品名】3-(4-methyl-1H-imidazol-1-yl)-1-propanamine; 3-(4-methyl-1H-imidazol-1-yl)propylamine

【CA登记号】

【 分 子 式 】C7H13N3

【 分 子 量 】139.20044

【元素组成】C 60.4% H 9.41% N 30.19%

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:(V)

The alkylation of 4-methylimidazole (I) with N-(3-bromopropyl)phthalimide (II) produced a mixture of N-alkylated regioisomers (III) and (IV). After selective derivatization of the undesired 5-methyl isomer (III) with trityl chloride, the 4-methyl derivative was isolated by flash chromatography and subsequently subjected to phthaloyl group hydrazinolysis to yield amine (V). Reductive condensation of amine (V) with benzaldehyde (VI) in the presence of NaBH4 afforded the N-benzyl amine (VII).

1 Guzi, T.; Taveras, A.G.; Ferreira, J.A.; Desai, J.A.; Wang, J.J.S.; Lalwani, T.; Alvarez, C.; Afonso, A.; Girijavallabhan, V.M.; Mallams, A.K.; Doll, R.J.; Weinstein, J.; Cooper, A.B.; Chao, J.; Rane, D.F.; Aki, C.J.; Kelly, J.M. (Schering Corp.); Tricyclic farnesyl protein transferase inhibitors. EP 1140902; WO 0037459 .
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) 51586 4-Methylimidazole; 4-Methyl-1H-imidazole; 4-Methyl Imidazole 822-36-6 C4H6N2 详情 详情
(II) 15216 N-(3-Bromopropyl)phthalimide; 2-(3-bromopropyl)-1H-isoindole-1,3(2H)-dione 5460-29-7 C11H10BrNO2 详情 详情
(III) 51587 2-[3-(5-methyl-1H-imidazol-1-yl)propyl]-1H-isoindole-1,3(2H)-dione C15H15N3O2 详情 详情
(IV) 51588 2-[3-(4-methyl-1H-imidazol-1-yl)propyl]-1H-isoindole-1,3(2H)-dione C15H15N3O2 详情 详情
(V) 51589 3-(4-methyl-1H-imidazol-1-yl)-1-propanamine; 3-(4-methyl-1H-imidazol-1-yl)propylamine C7H13N3 详情 详情
(VI) 10498 Benzaldehyde;Benzoic aldehyde;Phenylmethanal 100-52-7 C7H6O 详情 详情
(VII) 51590 N-benzyl-3-(4-methyl-1H-imidazol-1-yl)-1-propanamine; N-benzyl-N-[3-(4-methyl-1H-imidazol-1-yl)propyl]amine C14H19N3 详情 详情
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