【结 构 式】 |
【分子编号】30360 【品名】[(Chlorosulfonyl)(methyl)amino]methane;dimethylsulfamoyl chloride 【CA登记号】13360-57-1 |
【 分 子 式 】C2H6ClNO2S 【 分 子 量 】143.59388 【元素组成】C 16.73% H 4.21% Cl 24.69% N 9.75% O 22.28% S 22.33% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号:(VI)The hydrogenation of 1-methyl-7,8-lysergic acid ethyl ester (I) with H2 over PtO2 gives 1-methyl-9,10-dihydroisolysergic acid methyl ester (II), which by reaction with hydrazine is converted into the corresponding hydrazide (III). The reaction of (III) with NaNO2-HCl yields the expected azide (IV), which is submitted to a Curtius degradation by heating and hydrolysis to afford 1,6-dimethyl-8(alpha)-aminoergoline (V). Finally, this compound is treated with N,N-dimethylsulfamoyl chloride (VI) and 2,6-lutidine in methylene chloride.
【1】 Stuetz, P.; Fehr, T.; Stadler, P. (Novartis AG); Sulfonamido and sulfamoylamino-ergoline-I derivatives. BE 0849745; CA 1092100; CH 620441; DE 2656344; ES 454442; FR 2336135; GB 1567484; JP 7778900; NL 7614018 . |
【2】 Serradell, M.N.; Koch, H.; Castaner, J.; Mesulergine Hydrochloride. Drugs Fut 1984, 9, 3, 191. |
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) | 30355 | methyl 4,7-dimethyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxylate | C18H20N2O2 | 详情 | 详情 | |
(II) | 30356 | methyl 4,7-dimethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate | C18H22N2O2 | 详情 | 详情 | |
(III) | 30357 | 4,7-dimethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carbohydrazide | C17H22N4O | 详情 | 详情 | |
(IV) | 30358 | 4,7-dimethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carbonyl azide | C17H19N5O | 详情 | 详情 | |
(V) | 30359 | 4,7-dimethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-9-ylamine; 4,7-dimethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-9-amine | C16H21N3 | 详情 | 详情 | |
(VI) | 30360 | [(Chlorosulfonyl)(methyl)amino]methane;dimethylsulfamoyl chloride | 13360-57-1 | C2H6ClNO2S | 详情 | 详情 |
Extended Information