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【结 构 式】

【分子编号】22281

【品名】1-benzylhydrazine

【CA登记号】

【 分 子 式 】C7H10N2

【 分 子 量 】122.16988

【元素组成】C 68.82% H 8.25% N 22.93%

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)

Intermediate 2-benzylpyridazinone (V) was obtained either by alkylation of dibromopyridazinone (I) with benzyl bromide (II) or by condensation of mucobromic acid (III) with benzylhydrazine (IV). Alkaline hydrolysis of (V) with KOH in HMPA then provided the hydroxy derivative (VI). Further treatment of (VI) with trifluoromethanesulfonic anhydride and Et3N produced sulfonate (VII), which was subsequently coupled with 4-(methylthio)phenylboronic acid (VIII) in the presence of palladium catalyst and Na2CO3. Oxidation of the resulting sulfide (IX) with magnesium monoperphthalate (MMPP) in CH2Cl2 gave the corresponding sulfone (X). Finally, the reaction of (X) with isopropanol in the presence of Cs2CO3 furnished the target isopropyl ether.

1 Ojima, I.; Bombardelli, E. (Affymax Technologies, NV; State University of New York, Albany); Anti-tumor cpds., pharmaceutical compsns., methods for preparation thereof and for treatment. US 5705508 .
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) 22278 4,5-dibromo-3(2H)-pyridazinone 5788-58-9 C4H2Br2N2O 详情 详情
(II) 12912 1-(Bromomethyl)benzene; Alpha-bromotoluene 100-39-0 C7H7Br 详情 详情
(III) 22280 (Z)-2,3-dibromo-4-oxo-2-butenoic acid 21577-50-4 C4H2Br2O3 详情 详情
(IV) 22281 1-benzylhydrazine C7H10N2 详情 详情
(V) 22282 2-benzyl-4,5-dibromo-3(2H)-pyridazinone C11H8Br2N2O 详情 详情
(VI) 22283 2-benzyl-4-bromo-5-hydroxy-3(2H)-pyridazinone C11H9BrN2O2 详情 详情
(VII) 22284 1-benzyl-5-bromo-6-oxo-1,6-dihydro-4-pyridazinyl trifluoromethanesulfonate C12H8BrF3N2O4S 详情 详情
(VIII) 18561 4-(methylsulfanyl)phenylboronic acid 98546-51-1 C7H9BO2S 详情 详情
(IX) 22286 2-benzyl-4-bromo-5-[4-(methylsulfanyl)phenyl]-3(2H)-pyridazinone C18H15BrN2OS 详情 详情
(X) 22287 2-benzyl-4-bromo-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone C18H15BrN2O3S 详情 详情
Extended Information