4-(2,2-diphenylacetyl)-1-piperazinecarbaldehyde -Drug Synthesis Database

【结构式】

【分子编号】23802

【品名】4-(2,2-diphenylacetyl)-1-piperazinecarbaldehyde

【CA登记号】

【分子式】C₁₉H₂₀N₂O₂

【分子量】308.38008

【元素组成】C 74% H 6.54% N 9.08% O 10.38%

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：(III)

N-(2,2-Diphenylacetyl)piperazine (IV) was prepared by acylation of N-formylpiperazine (II) with 2,2-diphenylacetyl chloride (I), followed by acid-promoted formyl deprotection of the resulting amide (III). Condensation of 5-hydroxyquinoline (VI) with epichlorohydrin (V) in the presence of potassium tert-butoxide in DMF at 90 C provided 5-(2,3-epoxypropoxy)quinoline (VII), which was subsequently coupled with acylpiperazine (IV) in boiling isopropanol to yield (VIII). This was finally treated with fumaric acid (IX) in MeOH to furnish the title sesquifumarate salt.

参考文献中间体

合成目标

【1】 Suzuki, T.; et al.; Structure-activity relationship of newly synthesiz. J Med Chem 1997, 40, 13, 2047.

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)	23800	Diphenylacetyl chloride; 2,2-diphenylacetyl chloride	1871-76-7	C₁₄H₁₁ClO	详情	详情
(II)	23801	1-piperazinecarbaldehyde; N-Formylpiperazine	7755-92-2	C₅H₁₀N₂O	详情	详情
(III)	23802	4-(2,2-diphenylacetyl)-1-piperazinecarbaldehyde		C₁₉H₂₀N₂O₂	详情	详情
(IV)	23803	2,2-diphenyl-1-(1-piperazinyl)-1-ethanone		C₁₈H₂₀N₂O	详情	详情
(V)	10146	Epichlorohydrin; 2-(Chloromethyl)oxirane	106-89-8	C₃H₅ClO	详情	详情
(VI)	23805	5-quinolinol	578-67-6	C₉H₇NO	详情	详情
(VII)	23806	5-(2-oxiranylmethoxy)quinoline; 2-oxiranylmethyl 5-quinolinyl ether		C₁₂H₁₁NO₂	详情	详情
(VIII)	23807	1-[4-[2-hydroxy-3-(5-quinolinyloxy)propyl]-1-piperazinyl]-2,2-diphenyl-1-ethanone		C₃₀H₃₁N₃O₃	详情	详情
(IX)	23808	Fumaric acid; (E)-2-butenedioic acid	110-17-8	C₄H₄O₄	详情	详情

Extended Information