4-oxo-4H-chromene-3-carbaldehyde -Drug Synthesis Database

【结构式】

【分子编号】47086

【品名】4-oxo-4H-chromene-3-carbaldehyde

【CA登记号】17422-74-1

【分子式】C₁₀H₆O₃

【分子量】174.15584

【元素组成】C 68.97% H 3.47% O 27.56%

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)

3-Formylchromen-4-one (II) was prepared by Vilsmeier formylation of 2'-hydroxyacetophenone (I) with POCl3 and DMF. Cyclization of (II) with guanidine carbonate (III) in refluxing EtOH gave rise to the benzopyranopyrimidine (IV). This was finally condensed with piperidine (V) in the presence of TiCl4 to furnish the title compound.

参考文献中间体

合成目标

【1】 Barocelli, E.; Bertoni, S.; Bruno, O.; Ranise, A.; Schenone, S.; Chiavarini, M.; Ballabeni, V.; Synthesis and pharmacological screening of novel non-acidic gastroprotective antipyretic anti-inflammatory agents with anti-platelet properties. 5-Alkyl/cycloalkylamino substituted 2-amino-5H-[1]benzopyrano[4,3-d]pyrimidines. Arzneim-Forsch Drug Res 2000, 50, 2, 140.

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)	29654	2-hydroxyacetophenone; 1-(2-hydroxyphenyl)-1-ethanone	118-93-4	C₈H₈O₂	详情	详情
(II)	47086	4-oxo-4H-chromene-3-carbaldehyde	17422-74-1	C₁₀H₆O₃	详情	详情
(III)	14790	Guanidine	113-00-8	CH₅N₃	详情	详情
(IV)	47087	2-amino-5H-chromeno[4,3-d]pyrimidin-5-ol		C₁₁H₉N₃O₂	详情	详情
(V)	10158	Piperidine	110-89-4	C₅H₁₁N	详情	详情

Extended Information