7-(hydroxymethyl)-2H-1,4-benzoxazin-3(4H)-one -Drug Synthesis Database

【结构式】

【分子编号】36522

【品名】7-(hydroxymethyl)-2H-1,4-benzoxazin-3(4H)-one

【CA登记号】

【分子式】C₉H₉NO₃

【分子量】179.1754

【元素组成】C 60.33% H 5.06% N 7.82% O 26.79%

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)

The reduction of 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde (I) with NaBH4 in methanol gives the corresponding carbinol (II), which is acylated with TsCl in pyridine yielding the tosylate (III). Finally, this compound is condensed with 1-(4-chlorophenyl)piperazine (IV) by means of K2CO3 in refluxing acetonitrile.

参考文献中间体

合成目标

【1】 Brink, W.A.; Wustrow, D.J.; Belliotti, T.R.; et al.; A series of 6- and 7-piperazinyl- and -piperidinylmethylbenzoxazinones with dopamine D4 antagonist activity: Discovery of a potential atypical antipsychotic agent. J Med Chem 1999, 42, 25, 5181.

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)	21039	3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde		C₉H₇NO₃	详情	详情
(II)	36522	7-(hydroxymethyl)-2H-1,4-benzoxazin-3(4H)-one		C₉H₉NO₃	详情	详情
(III)	36523	(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)methyl 4-methylbenzenesulfonate		C₁₆H₁₅NO₅S	详情	详情
(IV)	33593	1-(4-chlorophenyl)piperazine	38869-46-4	C₁₀H₁₃ClN₂	详情	详情

Extended Information