7-(4-bromobenzoyl)-1,3-dihydro-2H-indol-2-one -Drug Synthesis Database

【结构式】

【分子编号】23399

【品名】7-(4-bromobenzoyl)-1,3-dihydro-2H-indol-2-one

【CA登记号】

【分子式】C₁₅H₁₀BrNO₂

【分子量】316.15394

【元素组成】C 56.99% H 3.19% Br 25.27% N 4.43% O 10.12%

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 cyclization of 2-amino-4'-bromobenzophenone (I) with ethyl 2-(methylthio)acetate (II) by means of tert-butyl hypochlorite in dichloromethane at 70 C gives 7-(4-bromobenzoyl)-3-(methylthio)-2,3-dihydro-1H-indol-2-one (III), which is desulfurized by a treatment with Raney Nickel in THF yielding 7-(4-bromobenzoyl)-2,3-dihydro-1H-indol-2-one (IV). Finally, this compound is hydrolyzed with refluxing 3N NaOH and acidified with concentrated HCl.

参考文献中间体

合成目标

【1】 Moran, H.W.; Welstead, W.J. Jr. (A.H. Robins Co. Inc.); 2-Aminophenylacetic acid derivs.. US 4126635 .
【2】 Prous, J.; Castaner, J.; BROMFENAC SODIUM < Rec INNM; USAN >. Drugs Fut 1988, 13, 11, 943.
【3】 Walsh, D.A.; Moran, H.W.; Shamblee, D.A.; Uwaydah, I.M.; Welstead, W.J. Jr.; Sancilio, L.F.; Dannenburg, W.N.; Anti-inflammatory agents. 3. Synthesis and pharmac. J Med Chem 1984, 27, 11, 1379-88.

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)	23396	(2-aminophenyl)(4-bromophenyl)methanone		C₁₃H₁₀BrNO	详情	详情
(II)	48543	Ethyl methylthioacetate; (Methylthio)acetic acid ethyl ester; ethyl 2-(methylsulfanyl)acetate	4455-13-4	C₅H₁₀O₂S	详情	详情
(III)	23398	7-(4-bromobenzoyl)-3-(methylsulfanyl)-1,3-dihydro-2H-indol-2-one		C₁₆H₁₂BrNO₂S	详情	详情
(IV)	23399	7-(4-bromobenzoyl)-1,3-dihydro-2H-indol-2-one		C₁₅H₁₀BrNO₂	详情	详情

Extended Information