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【结 构 式】 
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【分子编号】37132 【品名】5-methoxy-6-propyl[1,3]oxazolo[5,4-d]pyrimidin-7(6H)-imine 【CA登记号】 |
【 分 子 式 】C9H12N4O2 【 分 子 量 】208.22004 【元素组成】C 51.92% H 5.81% N 26.91% O 15.37% |
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)The reaction of 5-amino-4-cyanooxazole (I) with tetramethyl orthocarbonate (II) in refluxing acetic anhydride gives 4-cyano-5-(diethoxymethyleneamino)oxazole (III), which is cyclized with propylamine (A) in refluxing ethanol yielding 5-methoxy-6-propyl-7(6H)-iminooxazolo[5,4-d]pyrimidine (IV), which is finally hydrolyzed and rearranged by treatment with NaOH in water at 100 C or with formamide at 180 C.
| 【1】 Ohtsuka, Y.; Oxazolopyrimidines. VI. Formation of 3-substituted xanthines via 7-(6H)-iminooxazolopyrimidines. Bull Chem Soc Jpn 1973, 46, 2, 506-509. |
| 【2】 Sneddon, J.M.; Castaner, J.; Blancafort, P.; Serradell, M.N.; Enprofylline. Drugs Fut 1982, 7, 9, 623. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 23923 | 1-propanamine | 107-10-8 | C3H9N | 详情 | 详情 |
| (I) | 37129 | 5-amino-1,3-oxazole-4-carbonitrile | C4H3N3O | 详情 | 详情 | |
| (II) | 37130 | methyl trimethoxymethyl ether; tetramethoxymethane | 1850-14-2 | C5H12O4 | 详情 | 详情 |
| (III) | 37131 | 4-cyano-5-[(dimethoxymethylene)amino]-1,3-oxazole | C7H7N3O3 | 详情 | 详情 | |
| (IV) | 37132 | 5-methoxy-6-propyl[1,3]oxazolo[5,4-d]pyrimidin-7(6H)-imine | C9H12N4O2 | 详情 | 详情 |
Extended Information