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Chemical Structure| 327985-14-8 Chemical Structure| 327985-14-8

Structure of 327985-14-8

Chemical Structure| 327985-14-8

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Product Details of [ 327985-14-8 ]

CAS No. :327985-14-8
Formula : C8H10FN
M.W : 139.17
SMILES Code : NC1=CC=C(CCF)C=C1
MDL No. :MFCD19214685

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Application In Synthesis of [ 327985-14-8 ]

* 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 [ 327985-14-8 ]

[ 327985-14-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 327985-14-8 ]
  • [ 204688-60-8 ]
  • tert-butyl (R)-3-(2-((4-(2-fluoroethyl)phenyl)amino)-2-oxoethyl)pyrrolidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
98% N,N-Diisopropylethylamine (0.23 mL, 1.32mmol, 3.0equiv) was added to a solution of(R)-(1-Boc-pyrrolidin-3-yl)-acetic(100 mg, 0.44mmol, 1.0equiv) inN,N-dimethylformamide (4.0 mL). HBTU (188 mg, 0.57mmol, 1.3equiv) was then added in one portion and the reaction mixture was stirredat 23Cfor 5 min. A solution of 4-(2-fluoroethyl)aniline (79 mg, 0.57mmol, 1.3equiv)inN,N-dimethylformamide (1.0 mL) was added dropwise and the reaction mixture was stirred at23Cfor 16 h. The reaction mixture was diluted with ethyl acetate (50 mL), washed with water (25 mL) and brine (25 mL),dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by flash column chromatography (40%EtOAcin hexanes) to afford 151 mg of the title compound (98%).Physical State:pale yellow oil.Rf:0.12 (3:2 hexanes/EtOAc, UV light).HRMS(ESI+):m/zcalc. for C19H28FN2O3(M + H)+: 351.2078, found 351.2079.1H NMR(400 MHz, CHLOROFORM-d) delta = 8.13 (d,J= 29.6 Hz, 1H), 7.45 (brs, 2H), 7.14 (brd,J= 2.9 Hz, 2H), 4.57 (td,J= 6.5, 47.1 Hz, 2H), 3.64 - 3.53 (m, 1H), 3.47 - 3.37 (m, 1H), 3.34 - 3.21 (m, 1H), 3.01 - 2.87 (m, 3H), 2.73 - 2.59 (m, 1H), 2.47 - 2.28 (m, 2H), 2.14 - 2.03 (m, 1H), 1.65 - 1.50 (m, 1H), 1.49 - 1.29 (m, 9H).13C NMR(101MHz, CHLOROFORM-d) delta = 169.86, 154.66, 136.65, 132.98 (brs, 1C), 129.37, 120.24 (brs, 1C), 84.04 (d,J= 169.0 Hz, 1C), 79.34, 51.28 (brs, 1C, conformer 1), 50.93 (brs, 1C, conformer 2), 45.57 (brs, 1C, conformer 1), 45.02 (conformer 2), 40.47, 36.29 (d,J= 20.3 Hz, 1C), 35.62 (brs, 1C, conformer 1), 35.07 - 34.85 (brs, 1C, conformer 2), 31.48 (brs, 1C, conformer 1), 30.74 (conformer 2), 28.53.
 

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