2-amino-3-cyano-5-phenylpyrazin-1-ium-1-olate -Drug Synthesis Database

【结构式】

【分子编号】46505

【品名】2-amino-3-cyano-5-phenylpyrazin-1-ium-1-olate

【CA登记号】

【分子式】C₁₁H₈N₄O

【分子量】212.21088

【元素组成】C 62.26% H 3.8% N 26.4% O 7.54%

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：(XV)

In a regioselective synthetic method, phenyl glyoxime (XIV) was condensed with aminomalononitrile to produce the pyrazine N-oxide (XV). Reduction of the N-oxide of (XV) with triethyl phosphite yielded (XVI). Diazotization of the amino group of (XVI), followed by diazo displacement with CuBr2, furnished bromo pyrazine (XVII). This was then cyclized with methyl thioglycolate as above to yield the desired thienopyrazine intermediate (XIII).

参考文献中间体

合成目标

【1】 Meyer, M.D.; Altenbach, R.J.; Basha, F.; Carroll, W.A.; Drizin, I.; Kerwin, J.F.; Wendt, M.D.; Haight, A.R.; Zhang, W. (Abbott Laboratories Inc.); Benzopyranopyrrole and benzopyranopyridine alpha-1 adrenergic cpds.. EP 0942911; US 5891882; US 6046207; WO 9824791 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XIII)	46503	methyl 7-amino-2-phenylthieno[2,3-b]pyrazine-6-carboxylate		C₁₄H₁₁N₃O₂S	详情	详情
(XIV)	46504	2-oxo-2-phenylacetaldehyde oxime	532-54-7	C₈H₇NO₂	详情	详情
(XV)	46505	2-amino-3-cyano-5-phenylpyrazin-1-ium-1-olate		C₁₁H₈N₄O	详情	详情
(XVI)	46506	3-amino-6-phenyl-2-pyrazinecarbonitrile		C₁₁H₈N₄	详情	详情
(XVII)	46507	3-bromo-6-phenyl-2-pyrazinecarbonitrile		C₁₁H₆BrN₃	详情	详情

Extended Information