3,5-dimethyl-1H-pyrrole-2-carbaldehyde -Drug Synthesis Database

【结构式】

【分子编号】51237

【品名】3,5-dimethyl-1H-pyrrole-2-carbaldehyde

【CA登记号】

【分子式】C₇H₉NO

【分子量】123.1546

【元素组成】C 68.27% H 7.37% N 11.37% O 12.99%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(III)

Vilsmeier reaction between 2,4-dimethylpyrrole (I) and dimethylformamide (II) by means of phosphorous oxychloride in dichloroethane provides carbaldehyde (III), which is then condensed with 2-indolinone (IV) in ethanol in the presence of piperidine.

参考文献中间体

合成目标

【1】 Tang, P.C.; Sun, L.; McMahon, G.; Hirth, K.P.; Shawver, L.K. (Sugen, Inc.); Indolinone combinatorial libraries and related products and methods for the treatment of disease. EP 0929520; JP 2001503736; WO 9807695 .
【2】 Tang, P.C.; Sun, L.; McMahon, G. (Sugen, Inc.); Indolinone cpds. for the treatment of disease. EP 0769947; JP 2000026412; US 5780496; US 5792783; US 5880141; US 5883113; US 5883116; WO 9640116 .

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)	51236	2,4-Dimethylpyrrole	625-82-1	C₆H₉N	详情	详情
(II)	33491	Dimethylformamide	68-12-2	C₃H₇NO	详情	详情
(III)	51237	3,5-dimethyl-1H-pyrrole-2-carbaldehyde		C₇H₉NO	详情	详情
(IV)	18699	1,3-dihydro-2H-indol-2-one	59-48-3	C₈H₇NO	详情	详情

合成路线2

该中间体在本合成路线中的序号：(II)

Aldehyde (II) was prepared by Vilsmeier-Haack formylation of 2,4-dimethylpyrrole (I). Subsequent condensation of the pyrrole aldehyde (II) with 5-chlorooxindole (III) in the presence of piperidine furnished the title compound.

参考文献中间体

合成目标

【1】 Tang, P.C.; Sun, L.; McMahon, G. (Sugen, Inc.); Indolinone cpds. for the treatment of disease. EP 0769947; JP 2000026412; US 5780496; US 5792783; US 5880141; US 5883113; US 5883116; WO 9640116 .

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)	51236	2,4-Dimethylpyrrole	625-82-1	C₆H₉N	详情	详情
(II)	51237	3,5-dimethyl-1H-pyrrole-2-carbaldehyde		C₇H₉NO	详情	详情
(III)	14100	5-Chlorooxindole; 5-Chloro-1,3-dihydro-2H-indol-2-one	17630-75-0	C₈H₆ClNO	详情	详情

Extended Information