Making 5-bromo-1H-pyrrolo[2,3-b]pyridine compound used as intermediates for synthesis of medicinal molecules, involves mixing E-2-5-Bromo-2- nitropyridin-3-yl-N, N-dimethylethenamine compound with ethyl acetate and extracting
	SRINIVAS D; BYLAPUDI E R; BIRADAR N; SANGARAPPAN S
	2023-07-10
专利权人	SSK BIOSCI PRIVATE LTD (SSKB-Non-standard)
申请日期	2023-07-10
专利号	IN202341046395-A
成果简介	NOVELTY - Making 5-bromo-1H-pyrrolo[2,3-b]pyridine compound (V), involves (a) reacting 2-amino-3- methylpyridine compound (I) with a mixture of acetic acid and water to obtain a reaction mixture, (b) cooling the reaction mixture at 0-7℃ followed by addition of bromine, (c) adjusting the pH of the reaction mixture between 7.5-10 to obtain 2-Amino-5-bromo-3-methylpyridine (II) followed by extracting compound (II), (d) preparing a solution of sulfuric acid and hydrogen peroxide, (e) preparing a solution of sulfuric acid and compound (II), (f) reacting the solution to obtain a reaction mix comprises 5-bromo-3-methyl-2-nitropyridine (III) followed by extracting compound (III), (g) mixing the compound (III) with DMF, DMF-DMA, raising the temperature to above 95℃ to obtain E-2-5-Bromo-2- nitropyridin-3-yl)-N, N-dimethylethenamine compound (IV), and (h) mixing ethyl acetate with the compound (IV) followed by iron addition and acetic acid to obtain compound (V) and extracting. USE - Method for making 5-bromo-1H-pyrrolo[2,3-b]pyridine compound, preferably 5-bromo-7-azaindoles used as intermediates for synthesis of various medicinal molecules. ADVANTAGE - The process reduces reaction time and facilitates scale up. The process makes these compounds without the use of heavy metal catalysts and costly reagents and also reduces reaction time and facilitates scale up. The method is green, less hazardous, cost-effective and is a less hazardous process. DETAILED DESCRIPTION - Making 5-bromo-1H-pyrrolo[2,3-b]pyridine compound of formula (V), involves (a) reacting 2-amino-3- methylpyridine compound of formula (I) with a mixture of acetic acid and water to obtain a reaction mixture, (b) cooling the reaction mixture at 0-7℃ followed by addition of bromine, (c) adjusting the pH of the reaction mixture between 7.5-10 to obtain 2-Amino-5-bromo-3-methylpyridine of formula (II) followed by extracting compound of formula (II), (d) preparing a solution of sulfuric acid and hydrogen peroxide, (e) preparing a solution of sulfuric acid and compound of formula (II), (f) reacting the solution to obtain a reaction mix comprises 5-bromo-3-methyl-2-nitropyridine of formula (III) followed by extracting compound of formula (III), (g) mixing the compound of formula (III) with N,N-dimethylformamide (DMF), N, N-Dimethyl formamide dimethyl acetal (DMF-DMA), raising the temperature to above 95℃ to obtain E-2-5-Bromo-2- nitropyridin-3-yl)-N, N-dimethylethenamine compound of formula (IV), and (h) mixing ethyl acetate with the compound of formula (IV) followed by iron addition and acetic acid to obtain compound of formula (V) and extracting 5-bromo-1H-pyrrolo[2,3-b]pyridine of formula (V).
IPC 分类号	C07D-471/04
国家	印度
专业领域	医药卫生
语种	英语
成果类型	专利
文献类型	科技成果
条目标识符	http://119.78.100.226:8889/handle/3KE4DYBR/21346
专题	中国科学院新疆生态与地理研究所
作者单位	SSK BIOSCI PRIVATE LTD (SSKB-Non-standard)
推荐引用方式 GB/T 7714	SRINIVAS D,BYLAPUDI E R,BIRADAR N,et al. Making 5-bromo-1H-pyrrolo[2,3-b]pyridine compound used as intermediates for synthesis of medicinal molecules, involves mixing E-2-5-Bromo-2- nitropyridin-3-yl-N, N-dimethylethenamine compound with ethyl acetate and extracting. IN202341046395-A[P]. 2023.

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