|
【结 构 式】 
|
【分子编号】23537 【品名】4,6-dichloro-2-methyl-5-pyrimidinamine; 4,6-dichloro-2-methyl-5-pyrimidinylamine 【CA登记号】 |
【 分 子 式 】C5H5Cl2N3 【 分 子 量 】178.02032 【元素组成】C 33.73% H 2.83% Cl 39.83% N 23.6% |
合成路线1
该中间体在本合成路线中的序号：(I)The condensation of 5-amino 2 methyl 4,6-dichloropyrimidine (I) with 1-acetyl-2-imidazolin-2-one (II) by means of POCl3 at 50 C gives 4,6-dichloro-2-methyl-5-(1-acetyl-2-imidazolin-2-ylamino)pyrimidine (III), which is then methoxylated and desacetylated by treatment with sodium methoxide in refluxing methanol.
| 【1】 Mutsumi, M. (Nippon Chemiphar Co., Ltd.); Novel remedy for peptic ulcer. JP 1982075920 . |
| 【2】 Mannhold, R.; Moxonidine hydrochloride. Drugs Fut 1987, 12, 6, 553. |
| 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) | 23537 | 4,6-dichloro-2-methyl-5-pyrimidinamine; 4,6-dichloro-2-methyl-5-pyrimidinylamine | C5H5Cl2N3 | 详情 | 详情 | |
| (II) | 23538 | 1-acetyl-2-imidazolidinone | C5H8N2O2 | 详情 | 详情 | |
| (III) | 23539 | 1-[2-[(4,6-dichloro-2-methyl-5-pyrimidinyl)amino]-4,5-dihydro-1H-imidazol-1-yl]-1-ethanone | C10H11Cl2N5O | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(I)Condensation of 5-amino-4,6-dichloro-2-methylpyrimidine (I) and 2-bromo-4-isopropylaniline (II) in boiling ethoxyethanol gave diarylamine (III). Subsequent diazotization of (III) using NaNO2 and AcOH produced the triazolopyrimidine (IV), which was finally condensed with bis(2-methoxyethyl)amine (V) in the presence of Et3N in refluxing EtOH to provide the title compound.
| 【1】 Wilde, R.G.; Curry, M.; Cheeseman, R.S.; Bakthavatchalam, R.; Gilligan, P.J.; Hobbs, F.W.; Rescinito, J.P.; Chorvat, R.J.; Cocuzza, A.J.; Beck, J.P.; Synthesis, corticotropin-releasing factor receptor. J Med Chem 1999, 42, 5, 833. |
| 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) | 23537 | 4,6-dichloro-2-methyl-5-pyrimidinamine; 4,6-dichloro-2-methyl-5-pyrimidinylamine | C5H5Cl2N3 | 详情 | 详情 | |
| (II) | 23782 | 2-bromo-4-isopropylaniline; 2-bromo-4-isopropylphenylamine | 51605-97-1 | C9H12BrN | 详情 | 详情 |
| (III) | 23783 | N(4)-(2-bromo-4-isopropylphenyl)-6-chloro-2-methyl-4,5-pyrimidinediamine; N-(5-amino-6-chloro-2-methyl-4-pyrimidinyl)-N-(2-bromo-4-isopropylphenyl)amine | C14H16BrClN4 | 详情 | 详情 | |
| (IV) | 23784 | 3-(2-bromo-4-isopropylphenyl)-7-chloro-5-methyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine | C14H13BrClN5 | 详情 | 详情 | |
| (V) | 23785 | N,N-bis(2-methoxyethyl)amine; 2-methoxy-N-(2-methoxyethyl)-1-ethanamine | 111-95-5 | C6H15NO2 | 详情 | 详情 |