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【结 构 式】

【分子编号】26180

【品名】6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxamide

【CA登记号】

【 分 子 式 】C7H4Br2N4O

【 分 子 量 】319.94312

【元素组成】C 26.28% H 1.26% Br 49.95% N 17.51% O 5%

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 precursor imidazopyrazine (III) was prepared by condensation of 2-amino-3,5-dibromopyrazine (I) with ethyl 3-bromopyruvate (II). Subsequent treatment of ester (III) with aqueous ammonia produced the corresponding amide (IV). This was then dehydrated with phosphoryl chloride, with concomitant displacement of the 8-bromine for a chloro group, to yield nitrile (V). Finally, substitution of the chloride by methyl amine in (V) furnished the target compound.

1 Sablayrolles, C.; et al.; Synthesis of imidazo[1,2-a]pyrazine derivatives with uterine-relaxing, antibronchospastic, and cardiac-stimulating properties. J Med Chem 1984, 27, 2, 206.
2 Vitse, O.; Laurent, F.; Pocock, T.M.; et al.; New imidazol[1,2-a]pyrazine derivatives withbronchodilatory and cyclic nucleotide phosphodiesterase inhibitory activities. Bioorg Med Chem 1999, 7, 6, 1059.
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) 26178 3,5-dibromo-2-pyrazinamine 24241-18-7 C4H3Br2N3 详情 详情
(II) 25183 ethyl 3-bromo-2-oxopropanoate;ethyl 3-bromopyruvate;Bromopyruvic acid ethyl ester;ethyl 3-bromopyruvate;ethyl bromopyruvate 70-23-5 C5H7BrO3 详情 详情
(III) 26179 ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate C9H7Br2N3O2 详情 详情
(IV) 26180 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxamide C7H4Br2N4O 详情 详情
(V) 26181 6-bromo-8-chloroimidazo[1,2-a]pyrazine-2-carbonitrile C7H2BrClN4 详情 详情
Extended Information