1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-Cyclopropyl-6,8-difluoro-7-[7-ethyl-3,7-diazabicyclo [3.3.0] oct-1(5)-en-3-yl]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 1534823노트

반응식

HRID 1534823 반응식
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:3][CH2:2]1.Br.Br.[CH2:23]([N:25]1[CH2:32][C:31]2[CH2:30][NH:29][CH2:28][C:27]=2[CH2:26]1)[CH3:24].N12CCCN=C1CCCCC2>C(#N)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11]([N:29]4[CH2:30][C:31]5[CH2:32][N:25]([CH2:23][CH3:24])[CH2:26][C:27]=5[CH2:28]4)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 5354141-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 19908239N-ethyl-3,7-diazabicyclo [3.3.0] oct-1(5)-ene dihydrobromide

생성물 1

HCID 199082411-Cyclopropyl-6,8-difluoro-7-[7-ethyl-3,7-diazabicyclo [3.3.0] oct-1(5)-en-3-yl]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid수율 73.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.48 g), N-ethyl-3,7-diazabicyclo [3.3.0] oct-1(5)-ene dihydrobromide (0.57 g) and 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU, 0.87 ml) were dissolved in acetonitrile (20 ml) and refluxed for 3 hours. After cooling the reaction mixture, the produced precipitate was collected by filteration and washed with acetonitrile (10 ml) and methanol (10 ml) to give the title compound (0.5 g, yield 73%)

후처리

  1. temperaturerefluxed for 3 hours
  2. temperatureAfter cooling the reaction mixture
  3. customthe produced precipitate was collected by filteration
  4. washwashed with acetonitrile (10 ml) and methanol (10 ml)

출처 및 근거

ORD 기록
ord-59be8c569d694dd39628bbb6f1c90981
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05091384

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