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Chemical Structure| 351447-07-9

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Product Details of [ 351447-07-9 ]

CAS No. :351447-07-9
Formula : C7H7IN2O
M.W : 262.05
SMILES Code : IC1=CC=C2OCCNC2=N1
MDL No. :MFCD09834128
InChI Key :LTYFURNXEWAAMT-UHFFFAOYSA-N
Pubchem ID :23435546

Safety of [ 351447-07-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 351447-07-9 ]

* 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 [ 351447-07-9 ]

[ 351447-07-9 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 351447-07-9 ]
  • [ 86273-40-7 ]
  • [ 7681-65-4 ]
  • [ 351447-08-0 ]
YieldReaction ConditionsOperation in experiment
Pd(PPh3)2Cl2; In triethylamine; Step D 5-(3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)-pent-4-ynoic acid butyl ester (4-5) A suspension of 4-4 (0.113 g, 0.431 mmol) and n-butyl 4-pentynoate (0.0731 g, 0.474 mmol) in triethylamine (3.0 mL) was purged with Ar, then cooled to 0 C. Copper iodide (0.0021 g, 0.0108 mmol) and Pd(PPh3)2Cl2 (0.0076 g, 0.0108 mmol) were added, the ice bath was removed after ten minutes, and the resulting suspension was stirred overnight. The mixture was then partitioned between EtOAc and saturated NaHCO3 solution. The organic phase was washed with sat. NaHCO3 solution, water, and brine, then dried with MgSO4 and concentrated. Flash chromatography (silica, 45% EtOAc-Hexanes) yielded a clear, yellowish oil. 1H-NMR (CDCl3): delta 6.88 (d, J=7.9 Hz, 1 H), delta 6.69 (d, J=8.0 Hz, 1 H), delta 5.07 (br s, 1 H), delta 4.22 (t, J=4.4, 2 H), delta 4.10 (t, J=6.7 Hz, 2 H), delta 3.54 (m, 2 H), delta 2.70 (m, 2 H), delta 2.61 (m, 2 H), delta 1.61 (m, 2 H), delta 1.38 (m, 2 H), delta 0.92 (t, J=7.4 Hz, 3 H). MS (M++H) 289.1.
  • 2
  • [ 791053-42-4 ]
  • [ 351447-07-9 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; Step C 6-Iodo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine (4-4) A solution of 4-3 (1.32 g, 2.85 mmol) and DIPEA (1.29 g, 9.98 mmol) in DMEF (30 mL) under Ar was heated to 120 C. for ten hours. The mixture was concentrated and the residue partitioned between EtOAc and saturated NaHCO3 solution. The organic phase was washed with sat. NaHCO3 solution, water, and brine, then dried with MgSO4 and concentrated. Flash chromatography (silica, 35% EtOAc-hexanes) yielded a clear, yellowish oil. 1H-NMR (CDCl3): delta 6.91 (d, J=8.0 Hz, 1 H), delta 6.64 (d, J=8.0, 1 H), delta 5.16 (br s, 1 H), delta 4.19 (t, J=4.4, 2 H), delta 3.55 (m, 2 H). MS (M++H) 262.8.
  • 4
  • [ 351447-07-9 ]
  • [ 103-71-9 ]
  • [ 1214926-57-4 ]
YieldReaction ConditionsOperation in experiment
63% With triethylamine; In tetrahydrofuran; at 20.0℃; for 1.0h; (Example 1 Synthesis of Compounds 1-42, 1-96, and I-51) [Show Image]Step 1 To a solution of Compound (5) (1.90 g, 7.25 mmol) in tetrahydrofuran (20mL), phenylisocyanate (1.0mL, 9.43mmol) and triethylamine (1.5 mL, 10.9 mmol) were added. The solution was then stirred at room temperature for 1 hour. The precipitated powder was filtered, and then washed with water. The resulting powder was further washed with diethyl ether to yield Compound 1-42 (1.95 g, 63%) as a white powder. 1H-NMR (DMSO-d6) delta12.13 (1H, s), 7.57 (2H, d, J = 8.4 Hz), 7.45 (1H, d, J = 8.1 Hz), 7.37 (2H, t, J = 7.5 Hz), 7.17 (1H, d, J = 8.4 Hz), 7.08 (1H, t, J = 7.2 Hz), 4.28 (2H, br s), 4.03 (2H, br s) LC/MS (Method A): 2.54 min, [M+H]+ = 382.3.
  • 5
  • [ 351447-07-9 ]
  • [ 1214927-57-7 ]
  • 6
  • [ 351447-07-9 ]
  • [ 1214926-75-6 ]
 

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