2-Phenylpiperazine → (RS)-1-cyclopropyl-3-ethoxycarbonyl-7,9-difluoro-4-oxo-8-(3-phenyl-1-piperazinyl)-1,4-dihydrobenzo[b][1,8]naphthyridine

HRID 344895

반응식

HRID 344895 반응식
[CH:1]1([N:4]2[C:13]3[N:12]=[C:11]4[C:14]([F:20])=[C:15](F)[C:16]([F:18])=[CH:17][C:10]4=[CH:9][C:8]=3[C:7](=[O:21])[C:6]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:5]2)[CH2:3][CH2:2]1.[C:27]1([CH:33]2[CH2:38][NH:37][CH2:36][CH2:35][NH:34]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH:1]1([N:4]2[C:13]3[N:12]=[C:11]4[C:14]([F:20])=[C:15]([N:37]5[CH2:36][CH2:35][NH:34][CH:33]([C:27]6[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=6)[CH2:38]5)[C:16]([F:18])=[CH:17][C:10]4=[CH:9][C:8]=3[C:7](=[O:21])[C:6]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:5]2)[CH2:2][CH2:3]1

참가 물질

3

반응물 2

HCID 2506732-PhenylpiperazineHCID 185491641-Cyclopropyl-3-ethoxycarbonyl-7,8,9-trifluoro-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine

생성물 1

HCID 54476705(RS)-1-cyclopropyl-3-ethoxycarbonyl-7,9-difluoro-4-oxo-8-(3-phenyl-1-piperazinyl)-1,4-dihydrobenzo[b][1,8]naphthyridine수율 71.8%

실험 절차

(RS)-1-Cyclopropyl-3-ethoxycarbonyl-7,9-difluoro-4-oxo-8-(3-phenyl-1-piperazinyl)-1,4-dihydrobenzo[b][1,8]naphthyridine was prepared under the conditions of Example 19, but starting with 1-cyclopropyl-3-ethoxycarbonyl-7,8,9-trifluoro-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine (1.8 g) and (RS)-2-phenylpiperazine (3.2 g). After recrystallization in a mixture of dimethylformamide (5 cc) and ethanol (40 cc), (RS)-1-cyclopropyl-3-ethoxycarbonyl-7,9-difluoro-4-oxo-8-(3-phenyl-1-piperazinyl)-1,4-dihydrobenzo[b][1,8]naphthyridine (1.8 g) is obtained in the form of a yellow solid, m.p. 242° C.

후처리

  1. custom(RS)-1-Cyclopropyl-3-ethoxycarbonyl-7,9-difluoro-4-oxo-8-(3-phenyl-1-piperazinyl)-1,4-dihydrobenzo[b][1,8]naphthyridine was prepared under the conditions of Example 19
  2. customAfter recrystallization
  3. additionin a mixture of dimethylformamide (5 cc) and ethanol (40 cc)

출처 및 근거

ORD 기록
ord-55d836b619fa46afa6dc158ff5c121ee
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05053509

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