There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.
Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
*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 !
Change View
Size | Price | VIP Price | US 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) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
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) ]}
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
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
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. : | 403-29-2 |
Formula : | C8H6BrFO |
M.W : | 217.04 |
SMILES Code : | FC1=CC=C(C(CBr)=O)C=C1 |
MDL No. : | MFCD00040830 |
InChI Key : | ZJFWCELATJMDNO-UHFFFAOYSA-N |
Pubchem ID : | 96749 |
GHS Pictogram: |
![]() |
Signal Word: | Danger |
Hazard Statements: | H314 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅱ |
* 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 |
---|---|---|
95% | Intermediate 5A was synthesized according to the procedure described in PCT Publication No. WO 2009/137081 (PCT US2009/002845). To a solution of 2-bromo-l- (4-fluorophenyl)ethanone (6.57 g, 30.3 mmol) in CHC13 (65.5 mL) was added hexamethylenetetramine (4.37 g, 30.8 mmol). The reaction mixture was stirred at rt for 16 h and then filtered off. The white solid thus collected was suspended in MeOH (130 mL) and to it was added cone. HC1 (-8.6 mL). This homogenous reaction mixture was refluxed for 4 h. Upon cooling, the inorganics were filtered off and the filter cake was washed with MeOH (-30 mL). The combined filtrate was concentrated under reduced pressure to afford a solid that was dried on high vac for 2 h. It was then purified by silica gel chromatography (Thomson BIOTAGE column, eluting with a gradient of 5% to 20% solution of MeOH in CH2C12) to provide the desired product as a red solid. This solid was suspended in min. amount of CH2C12 and filtered off to provide Intermediate 5A as a colorless solid (5.44 g, 95% yield). HPLC Ret. Time: 0.90 min. (Method D). MS(ES): m/z= 136.05 [M+H]+. | |
76% | Preparation 45 2-amino-1-(4-fluorophenyl)ethan-1-one hydrochloride 2-Bromo-4'-fluoroacetophenone (1.5 g, 6.9 mmol) was added to a solution of HMTA (1.06 g, 7.59 mmol) in CHCl3 (25 mL). The mixture was stirred at RT for 16 hrs. The precipitate was filtered and the cake was suspended in EtOH (30 mL) and diluted with 37% HCl (4.2 mL), then stirred at RT for 12 hrs. The precipitate was filtered, the filtrate was concentrated in vacuum to provide an off-white solid that was triturated with isopropanol to afford 2-amino-1-(4-fluorophenyl)ethan-1-one hydrochloride (p45, 1 g, y=76%) as white solid that was used as such in the next step. MS (m/z): 154.2 [MH]+. | |
General procedure: To a solution of 2-bromo-4-hydroxyacetophenone 11 (20.0 mmol) in tetrahydrofuran (THF) (50 mL), hexamethylenetetramine(20.0 mmol) was added and stirred for 3 h at room temperature, and then the precipitated hexamethylenetetramine adduct 12 was filtered out. The adduct 12 was then heated with ethanol (80 mL) and concentrated HCl (8 mL) for 1 h at 45 C. After cooling, the inorganics were filtered out, the mixture was washed with ethanol (20 mL), and the solvent was distilled out completely under reduced pressure to obtain the desired compound 13. Then 14a-d (2.0 mmol), triethylamine (4.0 mmol), and EDCI·HCl (4.0 mmol), followed by HOBT (4.0 mmol), were added to a stirred solution of 13 (2.0 mmol) in CH2Cl2 (10 mL) and the mixture was stirred for 12 h at room temperature. Saturated Na2CO3 was added, the mixture was extracted with ethyl acetate, and the extracts were washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by chromatography to give target compounds 15a-d. |
Add methanamine (2600 g, 18.5 mol) to a solution of 2-bromo-1-(4-fluorophenyl)ethanone (4000 g, 18.5 mol) in 35 L of ethyl acetate (EtOAc). Stir the slurry at room temperature for 16 hours. Collect the solid by filtration. Slurry the solid in ethanol (EtOH; 30 L) and add HC1 (8 L, 5.4 equivalents) drop wise over 2 hours at room temperature. Stir the white slurry at room temperature for an additional two hours. Concentrate to 10 L of solvent, filter and dry the solid under vacuum to obtain the crudetitle compound as a white solid (3490g, 18.5 mol, 100% yield); mass spectrum (mlz):1 54(M+i -HC1). | ||
To a stirring solution of hexamethylenetetramine (1.696 g, 12.09 mmol) in chloroform (15 ml) was added 2-bromo-l-(4-fluorophenyl)ethanone (2.5 g, 11.52 mmol) and heated at 50 C for 3 h. Product obtained was filtered and taken in 25 ml MeOH. To this was added 15 ml Cone. HCl and stirred for 16 h. Reaction mixture was filtered and MeOH layer was distilled out to get light yellow solid. | ||
With hexamethylenetetramine; In chloroform; at 0 - 20℃; for 16h; | A solution of hexamethylenetetramine (1.42g, 10.1 mmol) inCHCl3 was added drop-wise over 30 min to a solution of 2-bromo-4-fluoroacetophenone (2.0g, 9.2 mmol) in dry CHCl3 40 mL at 0 C.The reaction mixturewas allowed towarm up to room temperatureand stirred for 16 h. After completion of the reaction the solidprecipitate was collected by filtration and washed with CHCl3. Thesolid obtained was suspended in EtOH 40 mL and conc. HCl 4mLwas added. The mixturewas heated to 80 C for 3 h, cooled to roomtemperature, and the solid formed was filtered off. The clear filtratewas concentrated. 2-amino-1-(4-fluorophenyl)ethanone hydrochloride(14, 1.5g) as yellow solid. MS (ESI) m/z (%): 154.3 [MH];1H NMR (600 MHz, CDCl3) d 8.50 (s, 1H), 8.15 (m, 2H), 7.44 (m, 2H),4.65 (m, 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
α-Bromo-4-fluoroacetophenone (2.0 g, 9.0 mmol) was dissolved in ethanol (20 mL) , N-tert- butoxycarbonylpiperidine-4-thioamide (2.0 g, 8.2 mmol) was added thereto, and the mixture was refluxed 1 hour. The reaction mixture was cooled to room temperature and concentrated. Saturated sodium bicarbonate (50 mL) was EPO <DP n="136"/>added to the residue and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over MgSO4 and the solvent was evaporated. The residue was dissolved in N,N-diraethylformamide (15 mL) , di-tert- butyldicarbonate (1.4 g, 6.1 mmol) and triethylamine (0.7 g, β.l mmol) were added thereto, and the mixture was stirred at 50 C for 2 hours. The reaction mixture was cooled to room temperature, water (150 mL) was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over MgSO4 and the solvent was evaporated. The residue was purified by silica gel column chromatography (ethyl acetate :n-hexane = 1:3) to give the title compound (1.7 g, 4.7 mmol, yield 53%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With polyethylene glycol (PEG-400); In water; for 0.116667h;Microwave irradiation; Green chemistry; | To stirred solution of polyethylene glycol (PEG-400) (2 mL) in water (2 mL) were added 1-(2-amino-4-methylthiazol-5-yl)ethanone (2 mmol)/ethyl 2-amino-4-methylthiazole-5-carboxylate (2 mmol) and α-bromo aralkyl ketones (phenacyl bromides) (2 mmol), and the mixture was heated at 90 C or subject to microwave irradiation at 300 W, until reaction completion as indicated by TLC. After reaction completion, the reaction mixture was cooled at room temperature, and the solid product formed was collected by filtration, washed with water, and recrystallized from ethanol to give pure product. The recovered PEG with water was reused for five further cycles. |
32% | In ethanol; at 95℃; for 14h; | 2-Bromo-1-(4-fluoro-phenyl)-ethanone (200 mg, 0.92 mmol) and 2-amino-4-methyl- thiazole-5-carboxylic acid ethyl ester (186.2 mg, 0.92 mmol) were heated in 5 ml of ethanol at 95 0C for 5 hours. After addition of 80 mg of 2-bromo-1-(4-fluoro-phenyl)- ethanone and further heating for 9 hours at 95C the mixture was evaporated. Addition of potassium hydrogensulfate solution, extraction with ethyl acetate and purification by preparative HPLC (RP18, acetonitrile/water 0.1 % TFA) yielded 81 mg (32%) of the desired product. MS (mass spectrum): M+H+ = 305.07. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; for 16.0h;Reflux; | Step 3.1. 6-chloro-2-(4-fluorophenyl)-7,8-dimethylimidazo[1,2-b]pyridazine The mixture of 13.0 g (82.5 mmol) of 6-chloro-4,5-dimethylpyridazin-3-ylamine and 23.2 g (107 mmol) of 2-bromo-1-(4-fluorophenyl)ethanone in 130 ml of ethanol is refluxed for 16 hours. The solvent is evaporated off under reduced pressure, and the residue is taken up with chloroform and washed with a dilute solution of aqueous ammonia. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure. The brown solid obtained is triturated in acetone, to give 19.2 g of a beige powder after filtration and drying. Mp: 172-174 C. 1H NMR (CDCl3) δ: 8.10 (s, 1H); 8.00 (pseudo dd, 1H); 7.15 (pseudo t, 1H); 2.70 (s, 3H); 2.4 (s, 3H) ppm |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With toluene-4-sulfonic acid; In toluene; at 130℃;Product distribution / selectivity; | Example 23; Synthesis of (4S)-trans-,cis-2-(4-chlorophenyl)-2-bromomethyl-4-chloromethyl-1,3-dioxolane suppressing halogen exchange between substrates A mixture of 2-bromo-4'-chloroacetophenone (4.94 g, 2-chloro-4'-chloroacetophenone content=0.09%), p-toluenesulfonic acid monohydrate (0.20 g, 0.05 equivalent) and toluene (100 mL) was refluxed at 130C using an azeotropic distillation device with a Dean-Stark tube, and (S)-monochlorohydrin (2.59 g, 1.1 equivalents, >99%ee) was added dropwise under reflux such that the amount of the (S)-monochlorohydrin present in the reaction solution would be not more than 0.1 equivalent (not more than 2.1 mmol) relative to the amount of 2-bromo-4'-chloroacetophenone to be used (21.2 mmol), while analyzing the progress of the reaction by GC. After confirmation of the completion of the azeotropic distillation, the reaction mixture was cooled and washed with 10% aqueous sodium hydrogen carbonate solution and 10% brine. The solvent was evaporated under reduced pressure to give (4S)-trans-,cis-2-(4-chlorophenyl)-2-bromomethyl-4-chloromethyl-1,3-dioxolane (6.56 g, >99%ee). Here, the content percentage of (4S)-trans-,cis-2-(4-chlorophenyl)-2-chloromethyl-4-chloromethyl-1,3-dioxolane halogen-exchanged with a chlorine atom was 0.09%. Examples 30 to 41 Synthesis of (4S)-trans-cis-2-aryl-2-bromomethyl-4-chloromethyl-1,3-dioxolane suppressing halogen exchange In Examples 30 to 41, reactions were performed according to Example 23 and using aryl(bromomethyl)ketones (halogen-exchanged compound content<0.1%) shown in Table 7 and Table 8. The results are shown in Table 9 and Table 10 together with Example 23. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | General procedure: The following is representative: <strong>[57508-48-2]ethyl 3-amino-3-iminopropanoate hydrochloride</strong> (3) (8.3 g, 50.0 mmol) and NaOEt (5.1 g, 75.0 mmol) were dissolved in abs. EtOH at 0 C and stirred for 20 min under argon. The mixture was heated to 60 C, and 2-bromo-1-phenylethanone (4b) (5.0 g, 25.0 mmol) was added portion wise over 5 min. After 1.5 h the mixture was cooled to 20 C and the solvent was evaporated under reduced pressure. The residue was diluted with distilled water (20 mL) and extracted with EtOAc (3 × 80 mL). The organic layer was washed with water (3 × 20 mL) and brine (3 × 20 mL). The combined water fractions were back extracted with EtOAc (2 × 20 mL). The organic phases were dried over MgSO4, and the solvent was evaporated under reduced pressure. Purification was by silica-gel column chromatography (EtOAc/n-pentane, 7/3). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | General procedure: General Procedure. 2-Hydroxyanthraquinone (4)/2-hydroxyxanthone (5)/2-hydroxycarbazole(6) (10 mmol), K2CO3 (10 mmol), and dry N,N-dimethylformamide (DMF) (50 mL) were stirred at room temperature (r.t.) for 30 min. To this soln. was added 2-(bromoacetyl) naphthalene/different substituents 2-bromoacetophenone (10 mmol) in dry DMF (10 mL) in one portion. The resulting mixture was stirred at r.t. for 24 h (TLC monitoring)and then poured into ice-water (100 mL). The yellow solid thus obtained was collected and purified by column chromatography on silica gel using CH2Cl2/MeOH 20:1. The proper fractions were combined and evaporated to furnish a residual solid which was crystallized from Et2O and CH2Cl2. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With polyethylene glycol (PEG-400); In water; for 0.116667h;Microwave irradiation; Green chemistry; | To stirred solution of polyethylene glycol (PEG-400) (2 mL) in water (2 mL) were added 1-(2-amino-4-methylthiazol-5-yl)ethanone (2 mmol)/ethyl 2-amino-4-methylthiazole-5-carboxylate (2 mmol) and α-bromo aralkyl ketones (phenacyl bromides) (2 mmol), and the mixture was heated at 90 C or subject to microwave irradiation at 300 W, until reaction completion as indicated by TLC. After reaction completion, the reaction mixture was cooled at room temperature, and the solid product formed was collected by filtration, washed with water, and recrystallized from ethanol to give pure product. The recovered PEG with water was reused for five further cycles. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46% | With potassium phosphate; In acetonitrile; at 70℃;Molecular sieve; | General procedure: A mixture of 3,4-dihydro-isoquinoline imine 1 (0.2 mmol), arylacyl bromides 2 (0.24 mmol), K3PO4 (0.24 mmol), 4Å molecular sieves (powder, 50 mg) and MeCN (0.5 mL) was stirred at 70C for 1.5-3h. Upon the consumption of imine 1 (monitored by TLC), the reaction was cooled to room temperature, filtered, concentrated and purified by a silica gel flash chromatography (PE/EtOAc) to afford compound 3. |