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【结 构 式】 
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【分子编号】26895 【品名】bromo(4-isobutylphenyl)magnesium 【CA登记号】 |
【 分 子 式 】C10H13BrMg 【 分 子 量 】237.42222 【元素组成】C 50.59% H 5.52% Br 33.65% Mg 10.24% |
合成路线1
该中间体在本合成路线中的序号：(VI)Reaction of 1-bromo-4-isobutylbenzene (V) with magnesium generated the corresponding Grignard reagent (VI), which was condensed with trimethyl borate to afford, after acid hydrolysis, arylboronic acid (VII). This was nitrated with acetyl nitrate to produce nitro derivative (VIII). Subsequent reduction of the nitro group of (VIII) by hydrogenation over Pd/C gave 2-amino-4-isobutylphenyl boronic acid (IX). Suzuki coupling of boronic acid (IX) with bromosulfonamide (IV) produced the required biphenyl (X). The methoxyethoxymethyl group was finally deprotected by treatment with HCl to furnish the title compound.
| 【1】 Murugesan, N.; Hunt, J.T. (Bristol-Myers Squibb Co.); Phenyl sulfonamide and their use as endothelin antagonists. EP 0569193; JP 1994049046; US 5514696 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IV) | 26893 | 2-bromo-N-(3,4-dimethyl-5-isoxazolyl)-N-[(2-methoxyethoxy)methyl]benzenesulfonamide | C15H19BrN2O5S | 详情 | 详情 | |
| (V) | 26894 | 1-bromo-4-isobutylbenzene | 2051-99-2 | C10H13Br | 详情 | 详情 |
| (VI) | 26895 | bromo(4-isobutylphenyl)magnesium | C10H13BrMg | 详情 | 详情 | |
| (VII) | 26896 | 4-isobutylphenylboronic acid | C10H15BO2 | 详情 | 详情 | |
| (VIII) | 26897 | 4-isobutyl-2-nitrophenylboronic acid | C10H14BNO4 | 详情 | 详情 | |
| (IX) | 26898 | 2-amino-4-isobutylphenylboronic acid | C10H16BNO2 | 详情 | 详情 | |
| (X) | 26899 | 2'-amino-N-(3,4-dimethyl-5-isoxazolyl)-4'-isobutyl-N-[(2-methoxyethoxy)methyl][1,1'-biphenyl]-2-sulfonamide | C25H33N3O5S | 详情 | 详情 |