|
【结 构 式】 
|
【分子编号】60258 【品名】4-[3-fluoro-5-(methylsulfanyl)phenyl]tetrahydro-2H-pyran-4-carbonitrile 【CA登记号】 |
【 分 子 式 】C13H14FNOS 【 分 子 量 】251.3247032 【元素组成】C 62.13% H 5.61% F 7.56% N 5.57% O 6.37% S 12.76% |
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)Alkylation of 3,5-difluorophenylacetonitrile (I) with bis-(2-chloroethyl)ether (II) affords the tetrahydropyran derivative (III). Subsequent displacement of one fluoride group of (III) with sodium methylsulfide in hot DMF yields thioether (IV). Oxidation of (IV) employing NaIO4 leads to sulfoxide (V). Then, Pummerer rearrangement of sulfoxide (V) with trifluoroacetic anhydride, followed by basic hydrolysis, furnishes thiol (VI)
| 【1】 Stevens, R.W.; Mano, T.; Nakao, K.; Okumura, Y. (Pfizer Inc.); 5-Lipoxygenase inhibitors. EP 0787127; JP 1999507322; US 5883106; WO 9611911 . |
| 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) | 60256 | 2-(3,5-difluorophenyl)acetonitrile | C8H5F2N | 详情 | 详情 | |
| (II) | 12060 | Bis(2-chloroethyl) ether; 1-Chloro-2-(2-chloroethoxy)ethane; 2,2'-Dichlorodiethyl ether | 111-44-4 | C4H8Cl2O | 详情 | 详情 |
| (III) | 60257 | 4-(3,5-difluorophenyl)tetrahydro-2H-pyran-4-carbonitrile | C12H11F2NO | 详情 | 详情 | |
| (IV) | 60258 | 4-[3-fluoro-5-(methylsulfanyl)phenyl]tetrahydro-2H-pyran-4-carbonitrile | C13H14FNOS | 详情 | 详情 | |
| (V) | 60259 | 4-[3-fluoro-5-(methylsulfinyl)phenyl]tetrahydro-2H-pyran-4-carbonitrile | C13H14FNO2S | 详情 | 详情 | |
| (VI) | 60260 | 4-(3-fluoro-5-sulfanylphenyl)tetrahydro-2H-pyran-4-carbonitrile | C12H12FNOS | 详情 | 详情 |
Extended Information