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Trifluoroacetic acid → Despropylene Gatifloxacin

HRID 1270078
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인쇄 미리보기

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HRID 1270078 반응식
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:17])=[C:11](F)[C:12]=3[O:14][CH3:15])[C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5]2)[CH2:3][CH2:2]1.C([NH:29][CH2:30][CH2:31][NH2:32])(OC(C)(C)C)=O.FC(F)(F)C(O)=O>CN(C)C(=O)C.CO>[NH2:29][CH2:30][CH2:31][NH:32][C:11]1[C:12]([O:14][CH3:15])=[C:13]2[C:8]([C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5][N:4]2[CH:1]2[CH2:3][CH2:2]2)=[CH:9][C:10]=1[F:17]
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참가 물질

6

반응물 3

HCID 6422Trifluoroacetic acidHCID 187201N-BOC-ethylenediamineHCID 70194651-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

생성물 1

HCID 18448976Despropylene Gatifloxacin수율 58,848.5%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 31374
Dimethylacetamide
용매

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온도
120 °C

실험 절차

To a solution of 1-cyclopropyl-1,4-dihydro-4-oxo-6,7-difluoro-8-methoxy-3-quinoline carboxylic acid (1.0 g) in N,N-dimethylacetamide (10 ml), N-BOC-ethylenediamine (0.82 mg) was added. The mixture was heated at 120° C. for 12 h. Trifluoracetic acid (20 ml) was added and the reaction mixture was stirred at r.t. for 24 h. The solvent was evaporated under reduced pressure. The crude product was dissolved in water (5 ml) and pH adjusted with 20% NaOH to 7. The precipitate obtained was dispersed in MeOH and filtered to give the title compound (1.01 g).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionThe crude product was dissolved in water (5 ml)
  3. customThe precipitate obtained
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-28893d5a79ff45318058e6925aea518f
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07202221B2

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