Structure of 75959-08-9
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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CAS No. : | 75959-08-9 |
Formula : | C10H10N2O |
M.W : | 174.20 |
SMILES Code : | NC1=CC(OC)=C2N=CC=CC2=C1 |
MDL No. : | MFCD02684223 |
InChI Key : | FOOUDKKEHNADTE-UHFFFAOYSA-N |
Pubchem ID : | 13213288 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; | The starting material may be obtained, for example, as follows: 16.2 g of <strong>[75959-08-9]6-amino-8-methoxyquinoline</strong> are dissolved in 300 ml of ethanol, 8 g of acetylenedicarboxylic acid dinitrile are added and the solution is stirred for 2 hours at room temperature. The solution is then evaporated to dryness under reduced pressure and recrystallized from ethanol. The 1-imino-6-methoxy-1,4-dihydro-4,7-phenanthroline-3-carboxylic acid nitrile is obtained which can be used further without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88.8% | With sodium t-butanolate; CyJohnPhos;palladium diacetate; In diethylene glycol dimethyl ether; for 2.5h;Reflux; | 1. In a 250ml three-mouth flask, 6-amino-8-methoxylquinoline (5.0g), 2-choro-N-cyclopropyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-6-amine (9.3g), catalyst Pd(OAc)2(0.25g), ligand 7 (0.25g), sodium tert-butoxide (4.5g) and ethylene glycol dimethyl ether (100ml) are added in turn. The above mixture is stirred and heated to reflux, and the above mixture is reacted under refluxing for 2.5h. The completion of reaction is checked with TCL analysis. The reaction mixture is cooled to room temperature. After filteration, a filter cake is completely washed with ethylene glycol dimethyl ether for 2 times, and a filtrate is concentrated to dry and the reisdue is purified by column chromatography on silica gel to obtain a conjugate (11.0g). The yield is about 88.8% on the basis of aminoquinoline |
~ 88.8% | With sodium t-butanolate; CyJohnPhos;palladium diacetate; In 1,2-dimethoxyethane; for 2.5h;Reflux; | In a 250 ml three-mouth flask, 6-amino-8-methoxylquinoline (5.0 g), 2-choro-N-cyclopropyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-6-amine (9.3 g), catalyst Pd(OAc)2 (0.25 g), ligand 7 (0.25 g), sodium tert-butoxide (4.5 g) and ethylene glycol dimethyl ether (100 ml) are added in turn. The above mixture is stirred and heated to reflux, and the above mixture is reacted under refluxing for 2.5 h. The completion of reaction is checked with TCL analysis. The reaction mixture is cooled to room temperature. After filtration, a filter cake is completely washed with ethylene glycol dimethyl ether for 2 times, and a filtrate is concentrated to dry and the residue is purified by column chromatography on silica gel to obtain a conjugate (11.0 g). The yield is about 88.8% on the basis of aminoquinoline. |
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