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Chemical Structure| 369648-61-3 Chemical Structure| 369648-61-3

Structure of 369648-61-3

Chemical Structure| 369648-61-3

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Product Details of [ 369648-61-3 ]

CAS No. :369648-61-3
Formula : C19H20N4O2
M.W : 336.40
SMILES Code : O=C(OCC)[C@@H](N)CC1=CC=C(NC2=NC=CC3=C2C=NC=C3)C=C1

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Application In Synthesis of [ 369648-61-3 ]

* 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 [ 369648-61-3 ]

[ 369648-61-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 69042-30-4 ]
  • [ 67630-01-7 ]
  • [ 369648-61-3 ]
  • [ 369648-62-4 ]
YieldReaction ConditionsOperation in experiment
In 2-ethoxy-ethanol; at 100 - 120℃; for 1.25h; A solution of ethyl- (S)-3- [4-aminophenyl]-2- [t-butoxycarbonylamino] propanoate (638mg, 2. [07MMOL)] and Intermediate 3 (310mg, 1. [88MMOL)] in ethoxyethanol [(2ML)] was stirred at [120-FOR] 15 min and at [1002 FOR LH] under nitrogen. The volatiles were removed in vacuo and the dark residue partitioned between EtOAc (70ml) and saturated aqueous [NAHC03] [(10MUT).] The phases were separated and the aqueous layer re-extracted with EtOAc (2x30ml). The combined organic extracts were washed with brine [(10ML),] dried [(NA2SO4)] and evaporated in vacuo to afford a dark foam. Chromatography [(SI02] ; 5 to 10% MeOH/DCM) afforded a mixture of [ETHYL- (S)-3- [4- ( [2,] 7] [NAPHTHYRIDIN-1-YLAMINO) PHENYL]-2- [ (T-BUTOXYCARBONYL)] amino] propanoate and some of the title compound (730mg). This mixture was treated with a solution of trifluoroacetic acid [(5ML)] and DCM (5ml) at room temperature for 1h. The volatiles were removed in vacuo and the residue partitioned between EtOAc [(75MOI)] and saturated aqueous [NAHCO3] (20ml). The phases were separated and the aqueous layer re- extracted with EtOAc (3x30ml). The combined organic extracts were washed with brine (10ml), dried [(NA2SO4)] and evaporated in vacuo to afford an orange solid. Chromatography [(SI02] ; 10% MeOH/DCM) afforded the title compound as a straw-coloured solid (420mg, 60% over two steps). 8H [(CDC13)] 10.70 [(1 H,] s), 10.31 [(1 H,] s), 9.44 [(1 H,] d, J 5.6Hz), 8.94 (1H, d, J 5.6Hz), 8.55 [(1H,] d, J 7.3Hz), 8.54 (2H, d, J 8.5Hz), 8.46 [(1 H,] d, J 5.6Hz), 7.94 (2H, d, J 8.5Hz), 4.84 (2H, q, [J] 7. [1 HZ),] 4.35 [(1 H,] t, J 6.6Hz), 4.10 (2H, br s), 3.64 (1H, dd, J 13.5, 6.4Hz), 3.56 [(1H,] dd, J 13.5, 7. [0HZ)] and 1.95 (3H, t, J 7. [1 HZ)] ; m/z (ES+, 70V) 337 (MH+).
 

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