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【结 构 式】 
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【分子编号】56512 【品名】(4-chloro-3-methoxy-2-pyridinyl)methyl 5-(difluoromethoxy)-1H-benzimidazol-2-yl sulfoxide; 2-{[(4-chloro-3-methoxy-2-pyridinyl)methyl]sulfinyl}-5-(difluoromethoxy)-1H-benzimidazole 【CA登记号】 |
【 分 子 式 】C15H12ClF2N3O3S 【 分 子 量 】387.7942064 【元素组成】C 46.46% H 3.12% Cl 9.14% F 9.8% N 10.84% O 12.38% S 8.27% |
合成路线1
该中间体在本合成路线中的序号：(XXVI)Similarly, rearrangement of the chloropyridine N-oxide (XX) using acetic anhydride produced acetate ester (XXIII), which was further hydrolyzed to the pyridine alcohol (XXIV). The chloromethyl pyridine (XXV), obtained by treatment of alcohol (XXIV) with SOCl2, was condensed with the mercaptobenzimidazole (V) in the presence of tetramethylguanidine producing sulfide (XXII). Conversion of (XXII) to the title compound was then performed by oxidation to sulfoxide (XXVI) employing sodium percarbonate, followed by chloride displacement with potassium methoxide.
| 【1】 Palomo Coll, A.; A process for the preparation of pantoprazole and intermediates therefor. WO 0228852 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (V) | 14034 | 5-(Difluoromethoxy)-1H-benzimidazole-2-thiol; 5-(Difluoromethoxy)-1H-benzimidazol-2-ylhydrosulfide; 5-Difluoromethoxy-2-mercapto-1H-benzimidazole | 97963-62-7 | C8H6F2N2OS | 详情 | 详情 |
| (XX) | 56506 | 4-chloro-3-methoxy-2-methyl-1-pyridiniumolate | C7H8ClNO2 | 详情 | 详情 | |
| (XXII) | 56508 | 4-chloro-2-({[5-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfanyl}methyl)-3-pyridinyl methyl ether; 2-{[(4-chloro-3-methoxy-2-pyridinyl)methyl]sulfanyl}-5-(difluoromethoxy)-1H-benzimidazole | C15H12ClF2N3O2S | 详情 | 详情 | |
| (XXIII) | 56509 | (4-chloro-3-methoxy-2-pyridinyl)methyl acetate | C9H10ClNO3 | 详情 | 详情 | |
| (XXIV) | 56510 | (4-chloro-3-methoxy-2-pyridinyl)methanol | C7H8ClNO2 | 详情 | 详情 | |
| (XXV) | 56511 | 4-chloro-2-(chloromethyl)-3-methoxypyridine; 4-chloro-2-(chloromethyl)-3-pyridinyl methyl ether | C7H7Cl2NO | 详情 | 详情 | |
| (XXVI) | 56512 | (4-chloro-3-methoxy-2-pyridinyl)methyl 5-(difluoromethoxy)-1H-benzimidazol-2-yl sulfoxide; 2-{[(4-chloro-3-methoxy-2-pyridinyl)methyl]sulfinyl}-5-(difluoromethoxy)-1H-benzimidazole | C15H12ClF2N3O3S | 详情 | 详情 |