Alternatived Products of [ 525-47-3 ]
Product Details of [ 525-47-3 ]
CAS No. : | 525-47-3 |
MDL No. : | MFCD00023978 |
Formula : |
C10H6N2O4
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
218.17
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Pubchem ID : | - |
Synonyms : |
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Application In Synthesis of [ 525-47-3 ]
* 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 [ 525-47-3 ]
- 1
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[ 525-47-3 ]
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[ 123536-15-2 ]
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[ 590369-85-0 ]
Yield | Reaction Conditions | Operation in experiment |
64% |
Stage #1: 5-nitroquinoline-2-carboxylic acid; (R)-3-aminoquinuclinine With N-ethyl-N,N-diisopropylamine; HATU In DMF (N,N-dimethyl-formamide); water for 48h;
Stage #2: With (2E)-but-2-enedioic acid In isopropyl alcohol at 60℃; |
12 EXAMPLE 12; N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-5-nitroquinoline-2-carboxamide
DIEA (156 μL, 0.9 mmol), DMF (25 mL), 5-nitroquinoline-2-carboxylic acid (0.098 g, 0.45 mmol), and HATU (0.171 g, 0.45 mmol) are added to a solution of (R)-3-aminoquinuclidine (0.090 g, 0.45 mmol) in water (2.5 mL). The resulting solution is stirred for 48 hours under N2. The solution is diluted with 1 volume of MeOH and loaded onto a column of AG50W-X2 resin (H+ form). The resin is washed with MeOH and the product is eluted with a solution of 5% TEA in MeOH. This solution is evaporated to dryness, concentrated from MeCN, and dried in vacuo. The resulting material is dissolved in i-PrOH and heated to 60° C. 1 equivalent of fumaric acid (0.0516 g, 0.44 mmol) is added and a brown solid precipitates immediately. The solution is cooled to rt and the solid is filtered. The resulting salt is dissolved in MEOH and passed through a plug of Amberjet 4400 resin (OH- form). The resulting material is concentrated from MeOH three times and then dried in vacuo to yield Example 12 as a brown solid (0.094 g, 64%). HRMS (FAB) calculated for C17H18N4O3+H+: 327.1457, found 327.1439. |