5-(2-bromoethyl)-6-chloro-1,3-dihydro-2H-indol-2-one -Drug Synthesis Database

【结构式】

【分子编号】16284

【品名】5-(2-bromoethyl)-6-chloro-1,3-dihydro-2H-indol-2-one

【CA登记号】

【分子式】C₁₀H₉BrClNO

【分子量】274.5443

【元素组成】C 43.75% H 3.3% Br 29.1% Cl 12.91% N 5.1% O 5.83%

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)

A new synthesis for ziprasidone hydrochloride has been reported: The condensation of 6-chloroindolin-2-one (I) with bromoacetic acid (II) by means of polyphosphoric acid (PPA) gives 5-(bromoacetyl)-6-chloroindolin-2-one (III), which is reduced with triethylsilane and trifluoroacetic acid to the corresponding 2-bromoethyl derivative (IV). Finally, this compound is condensed with 4-(3-benzisothiazolyl)piperazine (V) by means of Na2CO3 in DMF or isobutyl methyl ketone.

参考文献中间体

合成目标

【1】 Howard, H.R.; Lowe, J.A. III, Seeger, T.F.; et al.; 3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents. J Med Chem 1996, 39, 1, 143.

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)	16275	6-chloro-1,3-dihydro-2H-indol-2-one	56341-37-8	C₈H₆ClNO	详情	详情
(II)	23660	2-Bromoacetic acid	79-08-3	C₂H₃BrO₂	详情	详情
(III)	16283	5-(2-bromoacetyl)-6-chloro-1,3-dihydro-2H-indol-2-one		C₁₀H₇BrClNO₂	详情	详情
(IV)	16284	5-(2-bromoethyl)-6-chloro-1,3-dihydro-2H-indol-2-one		C₁₀H₉BrClNO	详情	详情
(V)	16280	3-piperazino-1,2-benzisothiazole; 1,2-Benzisothiazole-3-(1-piperazinyl)	87691-87-0	C₁₁H₁₃N₃S	详情	详情

Extended Information