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【结 构 式】

【分子编号】46971

【品名】2-[2-[4-(3-chlorophenyl)-1-piperazinyl]ethyl]-1H-isoindole-1,3(2H)-dione

【CA登记号】

【 分 子 式 】C20H20ClN3O2

【 分 子 量 】369.85052

【元素组成】C 64.95% H 5.45% Cl 9.59% N 11.36% O 8.65%

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:(VI)

Oxazinone (II) was prepared by cyclization of the unsaturated keto acid (I) with hydroxylamine. Subsequent radical bromination of (II) with N-bromosuccinimide (NBS) provided the alpha-bromobenzyl derivative (III). Alkylation of 3-chlorophenyl piperazine (IV) with N-(2-bromoethyl)phthalimide (V) gave adduct (VI). Further hydrazinolysis of the phthaloyl group of (VI) yielded the primary amine (VII). Finally, condensation between bromide (III) and amine (VII) in refluxing THF furnished the title 5-amino oxazinone derivative.

1 Rubat, C.; Bebot, M.; Fialip, J.; Coudert, P.; Courteix, C.; Couquelet, J.; Synthesis and analgesic effects of 5-[4-(arylpiperazin-1-yl)alkylamino]-4-benzyl-3-methyl-1,2-oxazin-6-ones. Arzneim-Forsch Drug Res 2000, 50, 4, 353.
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) 46968 (E)-3-benzyl-4-oxo-2-pentenoic acid C12H12O3 详情 详情
(II) 46969 4-benzyl-3-methyl-6H-1,2-oxazin-6-one C12H11NO2 详情 详情
(III) 46970 4-[bromo(phenyl)methyl]-3-methyl-6H-1,2-oxazin-6-one C12H10BrNO2 详情 详情
(IV) 37025 2-(2-bromoethyl)-1H-isoindole-1,3(2H)-dione 574-98-1 C10H8BrNO2 详情 详情
(V) 22114 1-(3-chlorophenyl)piperazine 6640-24-0 C10H13ClN2 详情 详情
(VI) 46971 2-[2-[4-(3-chlorophenyl)-1-piperazinyl]ethyl]-1H-isoindole-1,3(2H)-dione C20H20ClN3O2 详情 详情
(VII) 46972 2-[4-(3-chlorophenyl)-1-piperazinyl]-1-ethanamine; 2-[4-(3-chlorophenyl)-1-piperazinyl]ethylamine C12H18ClN3 详情 详情
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