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【结 构 式】 
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【分子编号】15251 【品名】2-methyl-10H-thieno[2,3-b][1,5]benzodiazepin-4-ylamine hydrochloride; 2-methyl-10H-thieno[2,3-b][1,5]benzodiazepin-4-amine hydrochloride; 4-Amino-2-methyl-10H-thieno[2,3-b][1,5]benzodiazepine hydrochloride 【CA登记号】138564-60-0 |
【 分 子 式 】C12H12ClN3S 【 分 子 量 】265.7662 【元素组成】C 54.23% H 4.55% Cl 13.34% N 15.81% S 12.07% |
合成路线1
该中间体在本合成路线中的序号：(IV)The condensation of o-chloronitrobenzene (I) with 2-amino-5-methylthiophene-3-carbonitrile (II) by means of lithium hydroxide in DMSO gives 2-(2-nitroanilino)-5-methylthiophene-3-carbonitrile (III). The reductive cyclization of (III) using stannous chloride in aqueous ethanolic hydrochloric acid gives the primary amidine hydrochloride (IV), which is condensed with N-methylpiperazine (V) in a mixture of 4:1 toluene:DMSO.
| 【1】 Larsen, S.D.; Stephenson, G.A.; Bunnell, C.A.; Reutzel, S.M.; Nichols, J.R. (Eli Lilly and Company); Intermediates and process for preparing olanzapine. US 6020487 . |
| 【2】 Moore, N.A.; Hotten, T.M.; Tupper, D.E.; Olanzapine. Drugs Fut 1994, 19, 2, 114. |
| 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) | 15248 | 1-chloro-2-nitrobenzene | 88-73-3 | C6H4ClNO2 | 详情 | 详情 |
| (II) | 15249 | 5-Amino-4-cyano-2-methylthiophene; 2-amino-5-methyl-3-thiophenecarbonitrile | 138564-58-6 | C6H6N2S | 详情 | 详情 |
| (III) | 15250 | 5-methyl-2-(2-nitroanilino)-3-thiophenecarbonitrile | C12H9N3O2S | 详情 | 详情 | |
| (IV) | 15251 | 2-methyl-10H-thieno[2,3-b][1,5]benzodiazepin-4-ylamine hydrochloride; 2-methyl-10H-thieno[2,3-b][1,5]benzodiazepin-4-amine hydrochloride; 4-Amino-2-methyl-10H-thieno[2,3-b][1,5]benzodiazepine hydrochloride | 138564-60-0 | C12H12ClN3S | 详情 | 详情 |
| (V) | 10061 | 1-Methylpiperazine; 1-Methyl piperazine; N-Methylpiperazine | 109-01-3 | C5H12N2 | 详情 | 详情 |