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【结 构 式】 
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【分子编号】29108 【品名】3-iodopyridine 【CA登记号】 |
【 分 子 式 】C5H4IN 【 分 子 量 】204.99797 【元素组成】C 29.3% H 1.97% I 61.91% N 6.83% |
合成路线1
该中间体在本合成路线中的序号：(III)3-Phenoxypyridine can be prepared by two different ways: 1) By reaction of 3-hydroxypyridine (I) with bromobenzene (II) by means of KOH and copper bronze at 150 C. 2) By reaction of 3-iodopyridine (III) with phenol (IV) by means of KOH and copper bronze at 150 C. The monosulfate salt is prepared by treating 3-phenoxypyridine with H2SO4.
| 【1】 Renshaw, R.R.; Conn, R.C.; Quaternary deivation of pyridyl ethers. Onium Compound. XVI. J Am Chem Soc 1937, 59, 297-301. |
| 【2】 Butler, D.E. (Pfizer Inc.); 3-Phenoxypyridine monosulfate and a method for its production. BE 0861649; DE 2755016; ES 464922; FR 2392009; GB 1559918; JP 53077068; US 4128555 . |
| 【3】 Owen, R.T.; Castaner, J.; Serradell, M.N.; CI-844. Drugs Fut 1985, 10, 4, 279. |
合成路线2
该中间体在本合成路线中的序号：(VII)Compound can be prepared in several different ways: 1) By treatment of pyridine-4-sulfonic acid (I) with NH4OH and ZnCl2 in an autoclave at 160 C. 2) By reduction of 4-nitropyridine (II) with SO2 in hot water or diluted H2SO4. 3) By treatment of pyridine-4-carboxylic acid (III) with NH3 at high temperature using CuO as catalyst. 4) By treatment of 4-chloropyridine (IV) or 3-chloropyridine (V) with KNH2 in liquid NH3. 5) By treatment of 4-iodopyridine (VI) or 3-iodopyridine (VII) with KNH2 in liquid NH3.
| 【1】 Pieterse, M.J.; Den Hertog, H.J.; Rearrangements during aminations of halopyridines, presumably involving a pyridine intermediate. Recl Trav Chim Pays-Bas 1961, 80, 1376-86. |
| 【2】 Suzuki, Y.; Reactions of 4-pyridine- and 4-quinolinesulfonic acids with amines. Yakugaku Zasshi 1961, 81, 1146-50. |
| 【3】 Hayashi, E.; Yamanaka, H.; JP 6115616 . |
| 【4】 Serradell, M.N.; Blancafort, P.; Castaner, J.; Paton, D.M.; 4-Aminopyridine. Drugs Fut 1980, 5, 5, 221. |
| 【5】 Rauch, F.C.; Arzoumanidis, G.G.; DE 2258227 . |
| 【6】 Rauch, F.C.; Arzoumanidis, G.G.; US 3812137 . |
| 【7】 Koenig, C.; et al.; DE 1270563 . |
| 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) | 39036 | 4-pyridinesulfonic acid | C5H5NO3S | 详情 | 详情 | |
| (II) | 39037 | 4-nitropyridine | C5H4N2O2 | 详情 | 详情 | |
| (III) | 25028 | isonicotinic acid | 55-22-1 | C6H5NO2 | 详情 | 详情 |
| (IV) | 32889 | 4-chloropyridine | 7379-35-3 | C5H4ClN | 详情 | 详情 |
| (V) | 39038 | 3-chloropyridine | 626-60-8 | C5H4ClN | 详情 | 详情 |
| (VI) | 39039 | 4-iodopyridine | C5H4IN | 详情 | 详情 | |
| (VII) | 29108 | 3-iodopyridine | C5H4IN | 详情 | 详情 |