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【结 构 式】

【分子编号】58516

【品名】5-[3,5-bis(trifluoromethyl)phenyl]-4-(5-chloro-2-methoxyphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

【CA登记号】

【 分 子 式 】C17H10ClF6N3O2

【 分 子 量 】437.7285392

【元素组成】C 46.65% H 2.3% Cl 8.1% F 26.04% N 9.6% O 7.31%

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:(V)

Acylation of 5-chloroanisidine (I) with 3,5-bis(trifluoromethyl)benzoyl chloride (II) affords benzamide (III). Treatment of amide (III) with PCl5, followed by reaction of the intermediate iminoyl chloride with hydrazine in THF generates the amidrazone (IV). Cyclization of (IV) with carbonyl diimidazole leads to triazolone (V). Finally, methyl ether cleavage in (V) employing pyridine hydrochloride at 225 C provides the target phenol compound.

1 Romine, J.L.; et al.; 4,5-Diphenyltriazol-3-ones: Openers of large-conductance Ca2+-activated potassium (maxi-K) channels. J Med Chem 2002, 45, 14, 2942.
2 Meanwell, N.A.; Starrett, J.E. Jr.; Hewawasam, P.; Romine, J.L.; Martin, S.W.; Gribkoff, V.K. (Bristol-Myers Squibb Co.); Diphenyl oxadiazolones as potassium channel modulators. JP 2000516925; US 5869509; WO 9804135 .
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) 37092 5-chloro-2-methoxyphenylamine; 5-chloro-2-methoxyaniline 95-03-4 C7H8ClNO 详情 详情
(II) 18290 3,5-Bis(trifluoromethyl)benzoyl chloride 785-56-8 C9H3ClF6O 详情 详情
(III) 58514 N-(5-chloro-2-methoxyphenyl)-3,5-bis(trifluoromethyl)benzamide C16H10ClF6NO2 详情 详情
(IV) 58515 N-(5-chloro-2-methoxyphenyl)-3,5-bis(trifluoromethyl)benzenecarbohydrazonamide C16H12ClF6N3O 详情 详情
(V) 58516 5-[3,5-bis(trifluoromethyl)phenyl]-4-(5-chloro-2-methoxyphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one C17H10ClF6N3O2 详情 详情
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