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Chemical Structure| 188975-86-2 Chemical Structure| 188975-86-2

Structure of 188975-86-2

Chemical Structure| 188975-86-2

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Product Details of [ 188975-86-2 ]

CAS No. :188975-86-2
Formula : C15H21FN2O3Sn
M.W : 415.05
SMILES Code : CC(NC[C@H]1CN(C2=CC=C([Sn](C)(C)C)C(F)=C2)C(O1)=O)=O

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Application In Synthesis of [ 188975-86-2 ]

* 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 [ 188975-86-2 ]

[ 188975-86-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 191980-54-8 ]
  • [ 188975-86-2 ]
  • [ 398152-64-2 ]
  • 2
  • [ 51376-06-8 ]
  • [ 188975-86-2 ]
  • N-({(5S)-3-[4-(2,1,3-benzoxadiazol-5-yl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine;bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 100℃; for 3h; <strong>[51376-06-8]5-bromo-2,1,3-benzoxadiazole</strong> (0.17 g) (which can be prepared according to Org. Proc. Res. Dev., (2003), 7, 436-445 at page 437), triethylamine (0.11 g) and dichlorobistriphenyl-phosphine palladium (II) (0.12 g) were added to a solution of N- ({(5S)-3-[3-fluoro-4-(trimethylstannyl)phenyl]-2-oxo-1,3-oxazolidin-5- yl}methyl)acetamide (0.18 g) (which can be prepared according to Example 8 of WO 01/94342, page 52) in dry dimethyl formamide (15 mL) and the reaction mixture was heated at 100 C for about 3 hours, cooled and diluted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate and concentrated. The crude product was purified by column chromatography using 2 % methanol in dichloromethane as eluent to yield the title compound (0.14 g). Melting point: 156-165 C; EMS (m/z): 388 (M+H); 1HNMR(CDCB): delta 7.91 (m, 2H), 7.62 (m, 2H), 7.52 (t, 1H), 7.35 (dd, 1H), 6.10 (t, 1H), 4.84 (m, 1H), 4.12 (t, 1H), 3.87 (t, 1H), 3.71 (m,2H), 2.02 (s, 3H).
  • 3
  • [ 13472-61-2 ]
  • [ 188975-86-2 ]
  • [ 380381-21-5 ]
YieldReaction ConditionsOperation in experiment
In N-methyl-acetamide; water; triethylamine; Example 45 Preparation of (S)-[N-3-(4-(2-Methoxypyridin-5-yl)-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl Acetamide In 5 ml of dimethylformamide was dissolved 430 mg of (S)-[N-3-(4-trimethylstannyl-3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl acetamide which was then reacted with 610 mg of <strong>[13472-61-2]2-methoxy-5-iodopyridine</strong> in the presence of 0.36 ml of triethyl amine with the catalytic aid of 292 mg of dichlorobistriphenylphosphine palladium (II) at 100 C. for 2 hours after the addition of the reactants at room temperature. Water was then added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with brine, dehydrated, filtered and concentrated in vacuo. The concentrate was purified by column chromatography to give the title compound. 200 mg. 1H-NMR(CDCl3) delta8.25(s,1H), 7.70(m,1H), 7.51(dd,1H), 7.38(t,1H), 7.22(m,1H), 6.78(d,1H), 6.65(t,1H), 4.80(m,1H), 4.08(t,1l), 3.97(s,3H), 3.81(dd,1H), 3.65(m,2H), 2.00(s,3H)
 

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