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1,8-Diazabicyclo(5.4.0)undec-7-ene → (-)-9-Fluoro-3(S)-methyl-10-[4-(1,2,3-triazol-1-yl) piperidin-1-yl]-7-oxo-2,3-dihydro-7-H-pyrido-[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid

HRID 1742984
ノート
印刷プレビュー

反応式

HRID 1742984 の反応式
Cl.[N:2]1([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][N:4]=[N:3]1.C1CCN2C(=NCCC2)CC1.[F:24][C:25]1[C:26](F)=[C:27]2[O:32][CH2:31][C@H:30]([CH3:33])[N:29]3[CH:34]=[C:35]([C:40]([OH:42])=[O:41])[C:36](=[O:39])[C:37]([CH:38]=1)=[C:28]23>C(#N)C>[F:24][C:25]1[C:26]([N:10]2[CH2:11][CH2:12][CH:7]([N:2]3[CH:6]=[CH:5][N:4]=[N:3]3)[CH2:8][CH2:9]2)=[C:27]2[O:32][CH2:31][C@H:30]([CH3:33])[N:29]3[CH:34]=[C:35]([C:40]([OH:42])=[O:41])[C:36](=[O:39])[C:37]([CH:38]=1)=[C:28]23
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 688333Levofloxacin q-acidHCID 190060184-(1H-1,2,3-triazol-1-yl)piperidine hydrochloride

生成物 1

HCID 86748098(-)-9-Fluoro-3(S)-methyl-10-[4-(1,2,3-triazol-1-yl) piperidin-1-yl]-7-oxo-2,3-dihydro-7-H-pyrido-[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid

試薬・触媒・溶媒 1

HCID 6342Acetonitrile
溶媒

実験手順

4-(1,2,3-triazol-1-yl)piperidine hydrochloride (100 mg) and DBU (80 mg) were added to a suspension of (-)-9,10-difluoro-3(S)-methyl-7-oxo-2,3-dihydro-7H-pyrido [1,2,3-de]-1,4-benzoxazine-6-carboxylic acid in acetonitrile (5 ml). The reaction mixture was refluxed for 48 hrs followed by stirring at room temperature for an additional 48 hrs. The reaction mixture was concentrated and the residue was diluted with water. The separated solid was filtered, washed with water and dried to yield 30 mg of desired product. m.p. 254°-255° C. (dec). 1H NMR (TFA) δ: 9.4 (s, 1H), 8.67 (s, 1H), 8.57 (s, 1H), 8.16 (d, 11.43Hz, 1H), 5.6-5.1 (m, 2H), 5.0-4.7 (m, 2H), 4.45-4.05 (m, 4H), 3.1-2.6 (m, 4H), 1.86 (d, 6.3Hz, 3H). Anal. calcd. for C 20 H20FN5O4 . H2O; C, 55.68; H, 5.14; N, 16.23.Found C, 55.88; H, 4.762; N, 15.92.

後処理

  1. temperatureThe reaction mixture was refluxed for 48 hrs
  2. concentrationThe reaction mixture was concentrated
  3. additionthe residue was diluted with water
  4. filtrationThe separated solid was filtered
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-45cff9e0cb794ad08d8deb25bc396a95
出典データセット
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05342846

反応ノート

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