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【结 构 式】 
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【分子编号】47334 【品名】1-benzyl-3-[3-(dimethylamino)propoxy]-1H-pyrazole-5-carboxylic acid 【CA登记号】 |
【 分 子 式 】C16H21N3O3 【 分 子 量 】303.36116 【元素组成】C 63.35% H 6.98% N 13.85% O 15.82% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IV)Condensation of 1-benzyl-3-hydroxy-1H-pyrazole-5-carboxylic acid methyl ester (I) with 3-(dimethylamino)-1-propanol (II) by means of 1,1'-(azodicarbonyl)dipiperidine and tributylphosphine under Mitsunobu conditions afforded the dimethylaminopropyl ether (III). After basic hydrolysis of the methyl ester group of (III), the resultant carboxylic acid (IV) was coupled with 4-methoxyaniline (V) using HATU to furnish the title amide.
| 【1】 Brummel, D.G.; Budworth, J.; Selwood, D.L.; et al.; Synthesis and biological evaluation of novel pyrazoles and indazoles as activators of the nitric oxide receptor, soluble guanylate cyclase. J Med Chem 2001, 44, 1, 78. |
| 【2】 Glen, R.; Liu, Q.; Powell, K.; Reynolds, K.; Madge, D.; Kling, M.; Selwood, D.; Wishart, G. (University College London); Activators of soluble guanylate cyclase. WO 0027394 . |
| 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) | 47332 | methyl 1-benzyl-3-hydroxy-1H-pyrazole-5-carboxylate | C12H12N2O3 | 详情 | 详情 | |
| (II) | 37173 | 3-(dimethylamino)-1-propanol | 3179-63-3 | C5H13NO | 详情 | 详情 |
| (III) | 47333 | methyl 1-benzyl-3-[3-(dimethylamino)propoxy]-1H-pyrazole-5-carboxylate | C17H23N3O3 | 详情 | 详情 | |
| (IV) | 47334 | 1-benzyl-3-[3-(dimethylamino)propoxy]-1H-pyrazole-5-carboxylic acid | C16H21N3O3 | 详情 | 详情 | |
| (V) | 10478 | p-Anisidine; 4-Methoxyaniline; 4-Methoxyphenylamine | 104-94-9 | C7H9NO | 详情 | 详情 |
Extended Information