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

【结构式】

【分子编号】62884

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

【CA登记号】

【分子式】C₁₀H₅Cl₂NO₂

【分子量】242.06064

【元素组成】C 49.62% H 2.08% Cl 29.29% N 5.79% O 13.22%

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)

The Friedel Crafts condensation of 6-chloroindolin-2-one (I) with 14C labeled 2-chloroacetyl chloride (II) by means of AlCl3 in CS2 gives 6-chloro-5-(2-chloroacetyl)indolin-2-one (III), which is reduced with trimethylsilane in TFA to yield the labeled chloroethyl derivative (IV). Finally, this compound is condensed with 3-(1-piperazinyl)-1,2-benzoisothiazole (V) by means of Na2CO3 in refluxing water to provide the target radiolabeled compound.

参考文献中间体

合成目标

【1】 Howard, H.R.; Shenk, K.D.; Smolarek, T.A.; Marx, M.H.; Windels, J.H.; Roth, R.W.; Synthesis of H-3- and C-14-labelled CP-88,059: A potent atypical antipsychotic agent. J Label Compd Radiopharm 1994, 34, 2, 117.

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)	11296	2-Chloroacetyl chloride; Chloroacetic chloride	79-04-9	C₂H₂Cl₂O	详情	详情
(II)	62883	2-chloroacetyl chloride		C₂Cl₂O	详情	详情
(III)	16276	6-chloro-5-(2-chloroacetyl)-1,3-dihydro-2H-indol-2-one		C₁₀H₇Cl₂NO₂	详情	详情
(III)	62884	6-chloro-5-(2-chloroacetyl)-1,3-dihydro-2H-indol-2-one		C₁₀H₅Cl₂NO₂	详情	详情
(IV)	16277	6-chloro-5-(2-chloroethyl)-1,3-dihydro-2H-indol-2-one; 5-chloroethyl-6-chloro-1,3-dihydro-1H-indol-2-one-		C₁₀H₉Cl₂NO	详情	详情
(IV)	62885	6-Chloro-5-(2-chloroethyl)-1,3-dihydro-2H-indol-2-one		C₁₀H₇Cl₂NO	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