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Chemical Structure| 189440-33-3 Chemical Structure| 189440-33-3

Structure of 189440-33-3

Chemical Structure| 189440-33-3

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Product Details of [ 189440-33-3 ]

CAS No. :189440-33-3
Formula : C14H18N4
M.W : 242.31
SMILES Code : N=1C=CC=CC1CN(CC2=NC=CC=C2)CCN
MDL No. :MFCD20527984
InChI Key :PLMFCAGWTCKBCA-UHFFFAOYSA-N
Pubchem ID :10890081

Safety of [ 189440-33-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 189440-33-3 ]

* 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 [ 189440-33-3 ]

[ 189440-33-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 27311-65-5 ]
  • [ 189440-33-3 ]
  • N,N-bis(1-isoquinolylmethyl)-N′,N′-bis(2-pyridylmethyl)ethylenediamine [ No CAS ]
  • 2
  • [ 207399-07-3 ]
  • [ 189440-33-3 ]
  • C50H61N6(1+)*I(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
39% With potassium carbonate; In N,N-dimethyl-formamide; at 80℃; for 5h; The last step in Scheme 1 followed reported procedures with slight modifications (Fanagan et al., (1997) Bioconjugate Chem. 8: 751-756). Briefly, IR780 (325 mg, 0.509 mmol), compound 3 (370 mg, 1.528 mmol), and anhydrous K2CO3 (71 mg, 0.51 mmol) were dissolved in anhydrous DMF. The solution was heated to 80 C. and stirred for 5 h. The solvent was evaporated under reduced pressure and washed with water and brine for three times. After adding DCM, the organic layer was extracted and dried by anhydrous sodium sulfate. The crude product was purified by silica column chromatography (DCM/MeOH=50:1 to 20:1) to give final product CDM (167 mg, yield 39%). 1H NMR (400 MHz, CDCl3): δ 8.44-8.42 (m, J=8.0 Hz, 2H), 7.68-7.61 (m, J=28.0 Hz, 4H), 7.44-7.42 (d, J=8.0 Hz, 2H), 7.26-7.18 (m, J=32.0 Hz, 4H), 7.14-7.11 (m, J=12.0 Hz, 2H), 7.02-6.98 (t, J=16.0 Hz, 2H), 6.82-6.80 (d, J=8.0 Hz, 2H), 5.58-5.55 (d, J=12.0 Hz, 2H), 4.02 (s, 4H), 3.82-3.73 (m, J=32.0 Hz, 6H), 3.15-3.13 (m, J=8.0 Hz, 2H), 2.52-2.49 (m, J=12.0 Hz, 4H), 1.82-1.78 (m, J=16.0 Hz, 6H), 1.56 (s, 10H), 1.24 (s, 2H), 1.03-0.99 (m, J=16.0 Hz, 6H). 13C NMR (100 MHz, CDCl3): δ 166.49, 158.74, 149.29, 143.54, 139.97, 136.91, 128.26, 123.66, 122.52, 122.45, 122.30, 122.10, 120.16, 108.39, 93.68, 60.08, 53.81, 47.82, 47.51, 44.76, 28.93, 26.30, 21.44, 20.19, 11.98. MS: m/z calculated for C50H51N6+: 745.5; found: 745.5.
 

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