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Chemical Structure| 3376-95-2 Chemical Structure| 3376-95-2

Structure of 3376-95-2

Chemical Structure| 3376-95-2

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Product Details of [ 3376-95-2 ]

CAS No. :3376-95-2
Formula : C8H10N2O
M.W : 150.18
SMILES Code : O=C(N)C1=CC=NC(CC)=C1
MDL No. :MFCD11226396

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Application In Synthesis of [ 3376-95-2 ]

* 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 [ 3376-95-2 ]

[ 3376-95-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 29840-73-1 ]
  • [ 6107-37-5 ]
  • [ 3376-95-2 ]
YieldReaction ConditionsOperation in experiment
With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 0 - 20℃;Schlenk technique; Inert atmosphere; General procedure: Negishi cross-coupling reaction. After cooling at room temperature, Pd(PPh3)2Cl2 (0.05 eq) and 2-bromopyridine-4-carboxamide (1 eq) were added to the Schlenk tube at 0C and the mixture was stirred 4h at room temperature. The reaction mixture was then quenched by addition of saturated aqueous NH4Cl solution (25ml) and extracted with ethyl acetate (3×25ml). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The resulting residue was purified by column chromatography on silica gel (0-70:25:5 CH2Cl2:EtOAc:CH3OH, GraceResolv 24G, over 45min). 5.1.2.2.1 2-ethylpyridine-4-carboxamide (2a) Following general procedure B, we obtained 2a as a yellow solid, with an isolated yield of 73%. TLC (CH2Cl2:EtOAc:CH3OH, 70:25:5 v/v): Rf=0.27; 1H NMR (300MHz, CD3OD): δ 8.58 (dd, J=5.2, 0.9Hz, 1H), 7.73 (dd, J=1.7, 0.9Hz, 1H), 7.65 (dd, J=5.2, 1.7Hz, 1H), 2.88 (q, J=7.6Hz, 2H), 1.31 (t, J=7.6Hz, 3H); 13C NMR (75MHz, CD3OD): δ 168.6, 164.2, 149.0, 142.5, 120.2, 119.1, 30.6, 13.0.
 

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