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 1534823ノート

反応式

HRID 1534823 の反応式
[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

参加物

5

反応物 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

生成物 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 acid収率 73.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%)

後処理

  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)

出典と根拠

ORDレコード
ord-59be8c569d694dd39628bbb6f1c90981
出典データセット
uspto-grants-1992_02
特許番号
US05091384

反応ノート

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