HRID344903

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4617623

2-(4-Fluorophenyl)piperazine

C10H13FN2

结构：CCOC(=O)c1cn(C)c2nc3c(F)c(F)c(F)cc3cc2c1=O

HCID19423688

未命名化合物

PRODUCTS

生成物

HCID136069

1,8-Naphthyridine

C8H6N2

结构：CCOC(=O)c1cn(C)c2nc3c(F)c(N4CCNC(c5ccc(F)cc5)C4)c(F)cc3cc2c1=O

HCID53817874

未命名化合物

收率 142.2%

PROCEDURE

实验过程

(RS)-3-Ethoxycarbonyl-7,9-difluoro-8-[3-(4-fluorophenyl)-1-piperazinyl]-1-methyl-4-oxo -1,4-dihydrobenzo[9 [1,8]naphthyridine was prepared under the conditions of Example 39, but starting with 3-ethoxycarbonyl-7,8,9-trifluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine (2 g) and (RS)-2-(4-fluorophenyl)piperazine (4 g). After 1 recrystallization in a mixture of dimethylformamide (3.5 cc) and ethanol (31.5 cc), (RS)-3-ethoxycarbonyl-7,9-difluoro-8-[3-(4-fluorophenyl)-1-piperazinyl]-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine (2.1 g) is obtained in the form of a beige solid, m.p. 242° C.

WORKUP

后处理

customAfter 1 recrystallization
additionin a mixture of dimethylformamide (3.5 cc) and ethanol (31.5 cc)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b9f6612d87784214ae500d1b4b1027db
来源数据集: uspto-grants-1991_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05053509
来源说明: uspto-grants-1991_10

反应 SMILES

[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:24])[C:8]2[CH:9]=[C:10]3[CH:20]=[C:19]([F:21])[C:18](F)=[C:17]([F:23])[C:11]3=[N:12][C:13]=2[N:14]([CH3:16])[CH:15]=1)=[O:5])[CH3:2].[F:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]2[CH2:37][NH:36][CH2:35][CH2:34][NH:33]2)=[CH:28][CH:27]=1>>[N:12]1[C:13]2[C:8](=[CH:7][CH:6]=[CH:15][N:14]=2)[CH:9]=[CH:10][CH:11]=1.[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:24])[C:8]2[CH:9]=[C:10]3[CH:20]=[C:19]([F:21])[C:18]([N:36]4[CH2:35][CH2:34][NH:33][CH:32]([C:29]5[CH:30]=[CH:31][C:26]([F:25])=[CH:27][CH:28]=5)[CH2:37]4)=[C:17]([F:23])[C:11]3=[N:12][C:13]=2[N:14]([CH3:16])[CH:15]=1)=[O:5])[CH3:2]