Alternatived Products of [ 103994-99-6 ]
Product Details of [ 103994-99-6 ]
CAS No. : | 103994-99-6 |
MDL No. : | MFCD11500675 |
Formula : |
C16H8F3NO3
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
319.23
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 103994-99-6 ]
Application In Synthesis of [ 103994-99-6 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 103994-99-6 ]
- 1
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[ 103994-99-6 ]
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[ 17783-50-5 ]
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[ 108437-27-0 ]
- 2
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[ 103994-99-6 ]
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[ 283-38-5 ]
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[ 112894-29-8 ]
Yield | Reaction Conditions | Operation in experiment |
68% |
With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene at 80℃; for 2h; |
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68% |
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12 (Y=4-fluorophenyl; R1 =H; A=CH; R2 =d; n=2; p=1; Q=H)
EXAMPLE 12 1-(4-Fluorophenyl)-6-fluoro-1,4-dihydro-7-(1,4-diazabicyclo[3.2.2]non-4-yl)-4-oxo-3-quinolinecarboxylic acid. (Y=4-fluorophenyl; R1 =H; A=CH; R2 =d; n=2; p=1; Q=H) The title compound was prepared in 68% yield according to example 9 by reacting 6,7-difluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid with 1,4-diazabicyclo[3.2.2]nonane, m.p. 320° C. NMR: (CDCl3 and DMSOd6, 250 MHz): 8.60 (1H, s); 7.98 (1H, d, J=13 Hz); 7.54 (2H, m); 7.41 (2H, m); 6.28 (1H, d, J=7Hz); 3.89 (1H, m); 3.26 (2H, t); 2.9-3.15 (6H, m); 1.95-2.10 (2H, m); 1.75-1.90 (2H, m). |
68% |
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12 (Y=4-fluorophenyl; R1 =H; A=CH; R2 =d; n=2; p=1; Q=H)
EXAMPLE 12 1-(4-Fluorophenyl)-6-fluoro-1,4-dihydro-7-(1,4-diazabicyclo[3.2.2]non-4-yl)-4-oxo-3-quinolinecarboxylic acid. (Y=4-fluorophenyl; R1 =H; A=CH; R2 =d; n=2; p=1; Q=H) The title compound was prepared in 68% yield according to example 9 by reacting 6,7-difluoro-1(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid with 1,4-diazabicyclo[3.2.2]nonane, m.p. 320° C. NMR: (CDCl3 and DMSOd6, 250 MHz): 8.60 (1H, s); 7.98 (1H, d, J=13 Hz); 7.54 (2H, m); 7.41 (2H, m); 6.28 (1H, d, J=7Hz); 3.89 (1H, m); 3.26 (2H, t); 2.9-3.15 (6H, m); 1.95-2.10 (2H, m); 1.75-1.90 (2H, m). |
68% |
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12 (Y=4-fluorophenyl; R1 =H; A=CH; R2 =d; n=2; p=1; Q=H)
EXAMPLE 12 1-(4-Fluorophenyl)-6-fluoro-1,4-dihydro-7-(1,4-diazabicyclo[3.2.2]non-4-yl)-4-oxo-3-quinolinecarboxylic acid (Y=4-fluorophenyl; R1 =H; A=CH; R2 =d; n=2; p=1; Q=H) The title compound was prepared in 68% yield according to example 9 by reacting 6,7-difluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid with 1,4-diazabicyclo[3.2.2]nonane, m.p. 320° C. NMR: (CDCl3 and DMSOd6, 250 MHz): 8.60 (1H, s); 7.98 (1H, d, J=13 Hz); 7.54 (2H, m); 7.41 (2H, m); 6.28 (1H, d, J=7 Hz); 3.89 (1H, m); 3.26 (2H, t); 2.9-3.15 (6H, m); 1.95-2.10 (2H, m); 1.75-1.90 (2H, m). |
Reference:
[1]McGuirk; Jefson; Mann; Elliott; Chang; Cisek; Cornell; Gootz; Haskell; Hindahl; LaFleur; Rosenfeld; Shryock; Silvia; Weber
[Journal of Medicinal Chemistry, 1992, vol. 35, # 4, p. 611 - 620]
[2]Current Patent Assignee: PFIZER INC - US5091383, 1992, A
[3]Current Patent Assignee: PFIZER INC - US4861779, 1989, A
[4]Current Patent Assignee: PFIZER INC - US4775668, 1988, A
- 3
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[ 110-85-0 ]
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[ 103994-99-6 ]
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[ 98105-99-8 ]
Yield | Reaction Conditions | Operation in experiment |
83% |
In acetonitrile |
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Reference:
[1]Renau, Thomas E.; Sanchez, Joseph P.; Shapiro, Martin A.; Dever, Julie A.; Gracheck, Stephen J.; Domagala, John M.
[Journal of Medicinal Chemistry, 1995, vol. 38, # 15, p. 2974 - 2977]
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[ 98349-24-7 ]
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[ 103994-99-6 ]
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[ 103994-99-6 ]
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[ 138808-69-2 ]
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[ 658-24-2 ]
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1-(4-Fluorophenyl)-6-fluoro-1,4-dihydro-7-(2,5-diazabicyclo[2.2.2]oct-yl)-4-oxo-3-quinolinecarboxylic acid
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
94% |
In pyridine; |
EXAMPLE 30 1-(4-Fluorophenyl)-6-fluoro-1,4-dihydro-7-(2,5-diazabicyclo[2.2.2]oct-yl)-4-oxo-3-quinolinecarboxylic acid (R1 =H; Y=4-fluorophenyl; A=CH; R2 =c; n=2; Q=H) By the method of Example 28, 6,7,-difluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (957 mg, 3.0 mmol) and <strong>[658-24-2]2,5-diazabicyclo[2.2.2]octane</strong> (772 mg. 6.89 mmol) were reacted in pyridine (20 mL) at 80 C. for 24 hours to give a pale yellow solid (1.15 g, 94% yield); m.p. 285-286 C. |
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[ 109-01-3 ]
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[ 103994-99-6 ]
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[ 98106-17-3 ]
Yield | Reaction Conditions | Operation in experiment |
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With triethylamine In acetonitrile Inert atmosphere; Reflux; |
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