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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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Search for reports by entering the product batch number.
    							Batch number can be found on the product's label following the word 'Batch'.
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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.
    							Batch number can be found on the product's label following the word 'Batch'.
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| CAS No. : | 109583-12-2 | 
| Formula : | C8H13NO2 | 
| M.W : | 155.19 | 
| SMILES Code : | O=C([C@H]1NC2CCC1CC2)O | 
| MDL No. : | MFCD09040768 | 
| InChI Key : | YDIUZWIFYIATRZ-AHXFUIDQSA-N | 
| Pubchem ID : | 10866570 | 
| GHS Pictogram: |   | 
| Signal Word: | Warning | 
| Hazard Statements: | H315-H319-H335 | 
| Precautionary Statements: | P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501 | 
* 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.

 [ 28920-43-6 ]
                                                    
                                                    [ 28920-43-6 ]
 [ 109583-12-2 ]
                                                    
                                                    [ 109583-12-2 ]

 [ 109583-12-2 ]
                                                    
                                                    [ 109583-12-2 ]| Yield | Reaction Conditions | Operation in experiment | 
|---|---|---|
| 96% | With hydrogen;5%-palladium/activated carbon; In methanol; water; under 2327.23 Torr; for 2.0h; | d) 2-Aza-bicyclo[2.2.2]octane-(35)-carboxylic acid[00237] To a solution of 2-((lR)-phenyl-ethyl)-2-aza-bicyclo[2.2.2]oct-5-ene-(35)-carboxylic acid benzyl ester (2.73 g, 7.86 mmol) in methanol (70 mL) was added 5% Pd-C (50% in water, 1 g). The mixture was hydrogenated under a hydrogen atmosphere (45 psi, Parr shaker) for 2 h. The mixture was filtered through Celite and concentrated in vacuo. The resulting solid was suspended in diethyl ether (50 mL), sonicated and collected by vacuum filtration. The solid was washed with diethyl ether (80 mL) and dried in vacuo at 50 0C for 16 h to afford the desired product, 2-aza-bicyclo[2.2.2]octane-(35)-carboxylic acid (1.17 g, 7.54 mmol, 96%), as an off-white solid. | 
 [ 109583-12-2 ]
                                                    
                                                    [ 109583-12-2 ]
| Yield | Reaction Conditions | Operation in experiment | 
|---|---|---|
| 81% | With thionyl chloride; | Stage A: (3S)-2-Azabicyclo[2.2.2]OCTANE-3-Carboxylic Acid n-Octyl Ester Hydrochloride 9.6 ml of thionyl chloride are added dropwise into a 250 ml round-bottomed flask containing 60 ml of n-octanol cooled to 0 C. After stirring for 10 min at 0 C., 18.6 g of <strong>[109583-12-2](3S)-2-azabicyclo[2.2.2]octane-3-carboxylic acid</strong> (described in Patent FR 2,585,709) are added slowly. The reaction mixture is left stirring overnight at room temperature, then heated for 6 hours at 80 C. and again left overnight at room temperature. After adding 100 ml of anhydrous ether and filtering off the unreacted hydrochloride, the filtrate is condensed and then taken up with a water/ether mixture (50:50). The expected product is obtained after concentration of the aqueous phase and then drying under vacuum. Yield: 81% | 
| Yield | Reaction Conditions | Operation in experiment | 
|---|---|---|
| 83.4% | With methanol; In hexane; benzene; at 0 - 25℃; for 2.0h; | e) 2-Aza-bicyclo[2.2.2]octane-(35)-carboxylic acid methyl ester[00238] 2-Aza-bicyclo[2.2.2]octane-(3S)-carboxylic acid (1.10 g, 7.09 mmol) was suspended in benzene (30 mL) and methanol (10 mL) and the mixture was cooled to 0 0C. A 2.0 M solution of (trimethylsilyl)diazomethane in hexanes (4.25 mL, 8.5 mmol) was added and the reaction was stirred at 0 0C for 1 h and then at 25 0C for 1 h. The mixture was concentrated in vacuo to afford the crude product, 2- aza-bicyclo[2.2.2]octane-(35)-carboxylic acid methyl ester (1.0 g, 5.91 mmol, 83.4% crude), as a solid, which was used directly in the next step without further purification. LC-MS (ESI) calcd for C9H15NO2 169.11, found 170.1 [M+H+]. | 

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