1-(4-Fluorophenyl)piperazine → 1-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid

HRID 1266175노트

반응식

HRID 1266175 반응식
[F:1][C:2]1[C:27](F)=[CH:26][C:5]2=[N:6][C:7]3[N:8]([C:18]4[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=4[F:25])[CH:9]=[C:10]([C:15]([OH:17])=[O:16])[C:11](=[O:14])[C:12]=3[CH:13]=[C:4]2[CH:3]=1.[F:29][C:30]1[CH:35]=[CH:34][C:33]([N:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)=[CH:32][CH:31]=1>CS(C)=O>[F:25][C:19]1[CH:20]=[C:21]([F:24])[CH:22]=[CH:23][C:18]=1[N:8]1[C:7]2[N:6]=[C:5]3[CH:26]=[C:27]([N:39]4[CH2:38][CH2:37][N:36]([C:33]5[CH:32]=[CH:31][C:30]([F:29])=[CH:35][CH:34]=5)[CH2:41][CH2:40]4)[C:2]([F:1])=[CH:3][C:4]3=[CH:13][C:12]=2[C:11](=[O:14])[C:10]([C:15]([OH:17])=[O:16])=[CH:9]1

참가 물질

4

반응물 2

HCID 752601-(4-Fluorophenyl)piperazineHCID 185491757,8-Difluoro-1-(2,4-difluorophenyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid

생성물 1

HCID 99373821-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid수율 63.9%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

1-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid was prepared under the conditions of Example 1, but from 1.55 g of 7,8-difluoro-1-(2,4-difluorophenyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid and 1.58 g of 4-(4-fluorophenyl)piperazine in 15 cm3 of dimethyl sulphoxide. After recrystallizing once from 55 cm3 of dimethylformamide, 1.4 g of 1-(2,4-difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid were obtained in the form of a yellow solid melting at about 322° C.

후처리

  1. custom1-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid was prepared under the conditions of Example 1
  2. customAfter recrystallizing once from 55 cm3 of dimethylformamide

출처 및 근거

ORD 기록
ord-3832715426d94c468b1d27e025fa5def
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06548506B2

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