|
【结 构 式】 
|
【分子编号】65630 【品名】1H-Pyrazole-1-carboxamidine hydrochloride; 1-Amidinopyrazole hydrochloride; Praxadine 【CA登记号】4023-02-3 |
【 分 子 式 】C4H6N4.HCl 【 分 子 量 】146.57924 【元素组成】C 32.78% H 4.81% N 38.22% Cl 24.19% |
合成路线1
该中间体在本合成路线中的序号：(II)MGCD-0103 can be prepared as follows. Reaction of 4-(aminomethyl)benzoic acid methyl ester hydrochloride (I) with pyrazole-1-carboxamidine hydrochloride (II) affords guanidine (III). 3-Acetylpyridine (IV) is then heated with dimethylformamide dimethyl acetal to furnish the enaminone (V), which is cyclized with guanidine (III), giving the pyridyl pyrimidine (VI). After saponification of the methyl ester (VI) by means of LiOH, the resulting carboxylic acid (VII) is coupled with o-phenylenediamine (VIII) to provide the title compound (1). Scheme 1.
| 【1】 Delorme, D., Zhou, Z. (MethylGene, Inc.). Inhibitors of histone deacetylase. EP 1590340, JP 2006514998, US 2004142953, US 6897220, WO 2004069823. |
| 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) | 65629 | Methyl 4-(aminomethyl)benzoate hydrochloride | 6232-11-7 | C9H11NO2.HCl | 详情 | 详情 |
| (II) | 65630 | 1H-Pyrazole-1-carboxamidine hydrochloride; 1-Amidinopyrazole hydrochloride; Praxadine | 4023-02-3 | C4H6N4.HCl | 详情 | 详情 |
| (III) | 65631 | 4-Guanidinomethylbenzoic acid methyl ester; 4-[[(Aminoiminomethyl)amino]methyl]benzoic acid methyl ester | 736080-30-1 | C10H13N3O2 | 详情 | 详情 |
| (IV) | 12027 | 1-(3-Pyridinyl)-1-ethanone; 1-(3-Pyridinyl)ethanone | 350-03-8 | C7H7NO | 详情 | 详情 |
| (V) | 47516 | (E)-3-(dimethylamino)-1-(3-pyridinyl)-2-propen-1-one | 123367-26-0 | C10H12N2O | 详情 | 详情 |
| (VI) | 65632 | 4-[[[4-(3-Pyridinyl)-2-pyrimidinyl]amino]methyl]benzoic acid methyl ester | 849235-67-2 | C18H16N4O2 | 详情 | 详情 |
| (VII) | 65633 | 4-[[[4-(3-Pyridinyl)-2-pyrimidinyl]amino]methyl]benzoic acid | C17H14N4O2 | 详情 | 详情 | |
| (VIII) | 12824 | 2-Aminophenylamine; o-Phenylenediamine; 1,2-Benzenediamine | 95-54-5 | C6H8N2 | 详情 | 详情 |