2-(2-phenyl-1H-indol-3-yl)-1-ethanamine; 2-(2-phenyl-1H-indol-3-yl)ethylamine -Drug Synthesis Database

【结构式】

【分子编号】46949

【品名】2-(2-phenyl-1H-indol-3-yl)-1-ethanamine; 2-(2-phenyl-1H-indol-3-yl)ethylamine

【CA登记号】

【分子式】C₁₆H₁₆N₂

【分子量】236.31652

【元素组成】C 81.32% H 6.82% N 11.85%

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)

Bromination of N-phthaloyl tryptamine (I) with pyridinium tribromide provided the 2-bromo indole (II). Suzuki coupling of bromide (II) with phenylboronic acid (III) gave the 2-phenyl indole (IV). The phthaloyl group of (IV) was then removed by treatment with dimethylamine to furnish 2-phenyltryptamine (V). Then condensation of amine (V) with 3-methyl-2-oxovaleric acid (VI) using EDC and HOBt yielded the corresponding amide.

参考文献中间体

合成目标

【1】 Viziano, M.; Seneci, P.; Michelli, F.; Cavallini, P.; Zumerle, A.; Kennedy, G.; Winders, J.A.; Gevi, M.; Rodegher, P.; Studies on the novel anti-staphyloccal compound nematophin. Bioorg Med Chem Lett 2000, 10, 15, 1751.

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)	46946	2-[2-(1H-indol-3-yl)ethyl]-1H-isoindole-1,3(2H)-dione		C₁₈H₁₄N₂O₂	详情	详情
(II)	46947	2-[2-(2-bromo-1H-indol-3-yl)ethyl]-1H-isoindole-1,3(2H)-dione		C₁₈H₁₃BrN₂O₂	详情	详情
(III)	16593	Phenylboronic acid；Benzeneboronic acid;Phenylboron dihydroxide	98-80-6	C₆H₇BO₂	详情	详情
(IV)	46948	2-[2-(2-phenyl-1H-indol-3-yl)ethyl]-1H-isoindole-1,3(2H)-dione		C₂₄H₁₈N₂O₂	详情	详情
(V)	46949	2-(2-phenyl-1H-indol-3-yl)-1-ethanamine; 2-(2-phenyl-1H-indol-3-yl)ethylamine		C₁₆H₁₆N₂	详情	详情
(VI)	46950	3-methyl-2-oxopentanoic acid		C₆H₁₀O₃	详情	详情

Extended Information