 
                                
                                 
                                
                                
                                    Structure of 2,3,5-Tribromopyridine
                                    
                                    
CAS No.: 75806-85-8
                                    
                                
 
                                 
                            *Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
 
                            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.
 
                
        				4.5
        				
        					 
        					 
        					 
        					 
        					 *For Research Use Only !
        				
        				*For Research Use Only !
        			
Change View
| Size | Price | VIP Price | DE Stock US Stock | Asia Stock Global Stock | In Stock | 
| {[ item.pr_size ]} | Inquiry {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]}{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock Inquiry - | Login - + | 
Please Login or Create an Account to: See VIP prices and availability
                                        
                                            Asia Stock: Ship in 3-5 business days
                                        
                                        
                                            EU Stock: ship in 0-1 business day
                                            
Global Stock: ship in 5-7 days
                                        
                                        
                                            US Stock: ship in 0-1 business day
                                            
Global Stock: ship in 5-7 days
                                        
                                    
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
                                        
                                            Asia Stock: Ship in 3-5 business days
                                        
                                        
                                            EU Stock: ship in 0-1 business day
                                            
Global Stock: ship in 5-7 days
                                        
                                        
                                            US Stock: ship in 0-1 business day
                                            
Global Stock: ship in 5-7 days
                                        
                                    
Search for reports by entering the product batch number.
    							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'.
Search for reports by entering the product batch number.
    							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'.
Search for reports by entering the product batch number.
    							Batch number can be found on the product's label following the word 'Batch'.
| CAS No. : | 75806-85-8 | 
| Formula : | C5H2Br3N | 
| M.W : | 315.79 | 
| SMILES Code : | BrC1=CN=C(Br)C(Br)=C1 | 
| MDL No. : | MFCD00233999 | 
| InChI Key : | BBHYMJRPJFVNPI-UHFFFAOYSA-N | 
| Pubchem ID : | 628798 | 
| GHS Pictogram: |   | 
| Signal Word: | Warning | 
| Hazard Statements: | H302-H315-H319-H335 | 
| Precautionary Statements: | P261-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 | 
|---|---|---|
| 83% | 3-(5-Bromo-2-methoxypyridin-3-vO-NJV-dirnethylpropan-l -amine 1 ,2-dιmethoxyethane; Step 1 : 2-Iodo-3,5-dibromopyridine; To a sealed tube was added <strong>[75806-85-8]2,3,5-tribromopyridine</strong> (5.63 g, 17.83 mol), sodium iodide (8.02 g, 53.50 mol), propanenitrile (45 mL), and chlorotrimethylsilane (2.26 mL, 17.83 mol). The resulting mixture was allowed to stir for 50 min at 105 0C. The mixture was allowed to cool to rt and 2M NaOH(50 mL) was added. The mixture was extracted with EtOAc (2 x 80 mL). The organic solutions were combined, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to give 2-iodo-3,5-dibromopyridine (5.4 g, 83%) as a solid. | 
| Yield | Reaction Conditions | Operation in experiment | 
|---|---|---|
| 45% | In sulfolane; | EXAMPLE 5 To a 1 liter 3-necked flask equipped with a simple distillation head, thermometer, stirrer and heater was charged 72 g (0.47 mole) of dried CsF, 2.5 g of K2 CO3 and 400 ml of sulfolane. Ca. 20 ml of the solvent was distilled in vacuo to dry the ystem, and 50 (0.16 mole) of <strong>[75806-85-8]2,3,5-tribromopyridine</strong> was added. The mixture was heated to 180-190 C. for 7 hr. Vacuum distillation yielded a mixture which, by glpc analysis, showed the presence of a 45% of yield of 2,3-difluoro-5-bromopyridine, and small amounts of 2-fluoro-5-bromopyridine and 2,3,5-trifluoropyridine. Analysis of the residual material in the sulfolane showed the presence of 3,5-dibromo-2-fluoropyridine. | 
| Yield | Reaction Conditions | Operation in experiment | 
|---|---|---|
| (i) Substituting <strong>[75806-85-8]2,3,5-tribromopyridine</strong> (8.0 g) for 2-bromo-5-methylpyridine and using the corresponding molar proportions of the other reagents in the method of Example 2(i) gave, after stripping the final chloroform extract, an oil which was taken back up in ether, washed with dilute sodium hydroxide, dried and stripped to give 2-(3-aminopropylamino)-3,5-dibromopyridine (3.88 g) which was used without further purification. | 
| Yield | Reaction Conditions | Operation in experiment | 
|---|---|---|
| With sodium methylate; | Referential Example 11. 3,5-Dibromo-2-methoxypyridine 80ml of a 28% sodium methoxide solution was incorporated with 30.0g of <strong>[75806-85-8]2,3,5-tribromopyridine</strong> under ice-cooling, followed by stirring at 50C for 2 hours. The reaction solution was diluted with water and extracted with diethyl ether. The organic layer was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (ethyl acetate/hexane=1:20), to give 18.5g of the title compound. 1H-NMR (400MHz, CDCl3); δ(ppm) 3.99(s,3H), 7.93(d,1H), 8.14(d,1H). | 
| Yield | Reaction Conditions | Operation in experiment | 
|---|---|---|
| With potassium carbonate; In butanone; for 8h;Reflux; | To a mixture of <strong>[75806-85-8]2,3,5-tribromopyridine</strong> (10 g), 1-Boc-piperazine (6 g) and potassium carbonate (20 g) was added 2-butanone (80 mL), and the mixture was refluxed for 8 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated to give 4-(3,5-dibromopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (13 g). To a mixture of 4-(3,5-dibromopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (13 g), bis(tricyclohexylphosphine)palladium (II) dichloride (1.3 g), tripotassium phosphate (38 g) and cyclopropylboronic acid (8.4 g) were added toluene (100 mL) and water (5 mL), and the mixture was refluxed for 8 hr. After cooling, the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (hexane:ethyl acetate) to give 4-(3,5-dicyclopropylpyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (7 g). 4-(3,5-Dicyclopropylpyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (7 g) was dissolved in chloroform (25 mL), 4N hydrogen chloride/ethyl acetate (25 mL) was added, and the mixture was stirred at room temperature overnight. To the reaction mixture was added 1N aqueous sodium hydroxide solution (100 mL), and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was dissolved in ethyl acetate (50 mL), 4N hydrogen chloride/ethyl acetate (8 mL) was added, and the mixture was filtered to give the title compound (3.2 g). | |
| 13 g | With potassium carbonate; In butanone; for 8h;Reflux; | [0399] Preparation Example 87: Preparation of 1-(3,5-dicyclopropylpyridin-2-yl)piperazine hydrochloride[0400][0401] To a mixture of <strong>[75806-85-8]2,3,5-tribromopyridine</strong> (10 g), 1-Boc-piperazine (6 g) and potassium carbonate (20 g) was added2-butanone (80 mL), and the mixture was stirred with heating under reflux for 8 hr. The reaction mixture was cooled,water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine,and the solvent was evaporated to give 4-(3,5-dibromopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (13 g).To a mixture of the obtained 4-(3,5-dibromopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (13 g), bis(tricyclohexylphosphine)palladium(II)dichloride (1.3 g), tripotassium phosphate (38 g) and cyclopropylboronic acid (8.4 g)were added toluene (100 mL) and water (5 mL), and the mixture was stirred with heating under reflux for 8 hr. Thereaction mixture was cooled, water was added, and the mixture was extracted with ethyl acetate. The organic layer waswashed with saturated brine, and the solvent was evaporated. The obtained residue was purified by column chromatography(hexane:ethyl acetate) to give 4-(3,5-dicyclopropylpyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (7g). The obtained 4-(3,5-dicyclopropylpyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (7 g) was dissolved in chloroform(25 mL), 4N hydrogen chloride/ethyl acetate (25 mL) was added, and the mixture was stirred at room temperatureovernight. To the reaction mixture was added 1N aqueous sodium hydroxide solution (100 mL), and the mixture wasextracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. Theobtained residue was dissolved in ethyl acetate (50 mL), 4N hydrogen chloride/ethyl acetate (8 mL) was added, and theprecipitate was collected by filtration to give the title compound (3.2 g). | 
| Yield | Reaction Conditions | Operation in experiment | 
|---|---|---|
| 55% | With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20℃; for 3h; | Step 1 : A solution of 2,3,5 -tribromopyridine (1.0 equiv.) in N,N- dimethylformamide (0.2 M) was treated with sodium hydride (60% dispersion in mioei 1.3 equiv.). The mixture was cooled to 0 C and BzOH (1.0 equiv.) was added slowly. The resultant mixture was stirred at 0 C for 2 h and room temperature for 1 hour, then was added to dilute brine solution and was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered, and the solvent was removed in vacuo. Purified by ISCO(0-100 % EtO Ac/heptane) to yield 2-(betizyloxy)-3,5-dibromopyridine in 55 % yield. LCMS (m/z) (M+H) = 342.0/344.0, Rt = 1.20 mm. | 
 [ 75806-85-8 ]
                                                    
                                                    [ 75806-85-8 ]
 [ 75806-85-8 ]
                                                    
                                                    [ 75806-85-8 ]
 [ 75806-85-8 ]
                                                    
                                                    [ 75806-85-8 ]
 [ 75806-85-8 ]
                                                    
                                                    [ 75806-85-8 ]
 [ 75806-85-8 ]
                                                    
                                                    [ 75806-85-8 ]
| Yield | Reaction Conditions | Operation in experiment | 
|---|---|---|
| 63% | With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20℃; for 3h; | Step 1 : A solution of 2,3,5 -tribromopyridine (1.0 equiv.) in N,N- dimethylformamide (0.23 M) was treated with sodium hydride (60% dispersion in mineral oil, 1.5 equiv ). The mixture was cooled to 0 C and 4-hydroxypyran (1.2 equiv.) was added slowly. The resultant mixture was stirred at 0 C for 2 h and at room temperature for 1 hour, then was added to dilute brine solution and was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, was filtered, and the solvent was removed in vacuo. Purified by ISCO(0-100 % EtOAc/heptane) to yield 3,5-dibromo-2-((tetrahydro-2H-pyran-4- yl)oxy )pyridine in 63% yield. LCMS (m/z) (M+H) = 336.0/338.0, Rt = 1.04 min. |