Structure of 399-25-7
*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. : | 399-25-7 |
Formula : | C8H6FNO2 |
M.W : | 167.14 |
SMILES Code : | O=[N+](/C=C/C1=CC=CC=C1F)[O-] |
MDL No. : | MFCD00042451 |
InChI Key : | NKZSNHAEWKEFNE-AATRIKPKSA-N |
Pubchem ID : | 5383481 |
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 |
---|---|---|
77.7% | 2- fluorobenzaldehyde (7.747g, 62.46mmol), nitromethane (4mL), methanol (10 mL) to prepare a solution; in methanol (60mL), water (30mL), sodium hydroxide (2.5N, 30mL) was prepared as a solution, maintaining the temperature at 5 ; the former solution is added dropwise to the latter solution was added dropwise for about 30-60min, the solution temperature maintained at 5-10 ; after dropwise addition of the above solution was added dropwise to zinc chloride (42.6g, 31.25mmol), concentrated hydrochloric acid (13mL), water (17mL) mixed solution was added dropwise while maintaining a temperature of 0-10 deg.] C, the reaction after 2-4h dropwise at room temperature; after the reaction, reduction pressure filtration with 40% methanol solution of the filter cake was washed several times, that was the pale yellow product 8.1g, yield 77.7%. | |
With sodium hydroxide; In methanol; water; at -4 - -2℃; for 0.25h; | General procedure: Sodium hydroxide (61 mmol) in 15 mL of ice-water was added dropwise to a solution of appropriate aromatic aldehyde (58 mmol) and nitromethane (3.20 mL, 58 mmol) in 250 mL of methanol at -2 to -4C (ice-salt bath). After being stirred at -2 to -4C for 15 min, the solution was added dropwise to 35 mL of 4N aqueous hydrochloric acid while stirring. When the addition was completed, the reaction mixture was extracted with diethyl ether, then the organic layer was washed with a small volume of brine, and dried over anhydrous sodium sulphate. The reaction was monitored by TLC using hexane:ethyl acetate (7:3) as mobile phase and iodine as the detecting agent. Finally, the organic layer was evaporated to give the respective nitrostyrene. The crude product was recrystallized by ethanol [3]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With lithium aluminium tetrahydride; In tetrahydrofuran;Reflux; | General procedure: Corresponding nitrostyrene (45 mmol) in 200 mL of dry THF was added dropwise to lithium aluminum hydride (180 mmol) in 200 mL of dry THF, and the mixture was refluxed for 2-4 h. The reaction was monitored by TLC using n-butanol:ethanol (3:7) as mobile phase and iodine as a visualizing agent. Then the reaction mixture was treated with 10 mL of water, 10 mL of 15% aqueous sodium hydroxide, and 20 mL of water, filtered, dried over anhydrous sodium sulphate, and evaporated to give crude respective aromatic ethyl amines. The crude product was recrystallized using ethanol [3]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | Step C. 1-(3-{3-Dimethoxymethyl-4-[1-(2-fluoro-phenyl)-2-nitro-ethyl]-phenoxy}-propyl)-piperidine. A -78 C. solution of 5-bromo-4-dimethoxymethyl-2-(3-piperidin-1-yl-propoxy)-pyridine (359 mg, 0.962 mmol) in THF (8 mL) was treated with n-BuLi (2.5 M in hexanes; 0.4 mL). After 20 min at -78 C., the mixture was treated with a solution of <strong>[399-25-7]1-fluoro-2-(2-nitro-vinyl)-benzene</strong> (171 mg, 1.02 mmol) in THF (5 mL). After 20 min at -78 C., the mixture was treated with acetic acid (1 mL) and was allowed to warm to 0 C. The mixture was concentrated and the residue was chromatographed (SiO2; 1-10% 2 M NH3 in MeOH/DCM) to give the title compound (285 mg, 64%) as an oil. MS (ESI): mass calcd. for C24H32FN3O5, 461.23; m/z found, 462.5 [M+H]+. 1H NMR (CDCl3): 8.03 (s, 1H), 7.30-7.24 (m, 2H), 7.15-7.03 (m, 2H), 6.95 (s, 1H), 5.55 (t, 8.2, 1H), 5.43 (s, 1H), 5.02-4.92 (m, 2H), 4.34-4.27 (m 2H), 3.35 (s, 3H), 3.27 (s, 3H), 2.55-2.42 (m, 6H), 2.05-1.95 (m, 2H), 1.69-1.60 (m, 4H), 1.49-1.42 (m, 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With C28H30N4O3; In toluene; at 4℃; for 72h; | To a stirred solution of 6a (11.4 mg, 0.0765 mmol) and (S)-5m (3.60 mg, 0.00765 mmol) in toluene (76.5 μL) at 4 C was added 2-acetylcyclopentanone (18.2 μL, 0.153 mmol), and the resulting mixture was kept stirring at the same temperature. After 24 h, the reaction mixture was concentrated under reduced pressure. The obtained residue was purified by flash column chromatography (hexane/AcOEt = 5/1) to give 8a and 8a' (21.0 mg, 99% yield, dr = 6.5:1) as colorless oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With water; at 30℃; for 9h;Inert atmosphere; Sonication; | General procedure: A mixture of 4-hydroxycoumarin (10) (1 mmol) and β-nitrostyrene (11) (1.2 mmol) was suspended in 5 mL of water in a 20 mL vial. The vial was placed into the ultrasonic bath (Branson Ultrasonics, Ultrasonic bath Model 3010R-DTH, 50 kHz frequency) at 30 C for the specific time mentioned in Table 2. The progress of the reaction was monitored by TLC. After completion of the reaction, the resulting solid product was filtered and washed with water (2×10 mL) and n-hexane (5×10 mL). Then solid was dried under vacuum to obtain the product (12a-n) in almost pure form in exellent yields (83-94%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With C22H39N3OSSi; In toluene; at 0℃; | General procedure: To a cooled solution (0 oC) of β-nitroalkenes 3 (0.24 mmol) and catalyst 1d (0.006 mmol) in anhydrous toluene (4 mL) was added 2-hydroxy-1,4-naphthoquinone 2 (0.2 mmol). The reaction mixture was stirred at 0 oC for the requisite times as indicated in Table 3. Then mixture was purified by silica gel column chromatography (CH2Cl2) to afford the desired products 4. |
A701147 [934625-92-0]
(E)-1,2-Difluoro-3-(2-nitrovinyl)benzene
Similarity: 0.93
A447105 [5153-69-5]
(E)-1-Fluoro-4-(2-nitrovinyl)benzene
Similarity: 0.90
A150841 [705-84-0]
1-Fluoro-3-(2-nitrovinyl)benzene
Similarity: 0.88
A701147 [934625-92-0]
(E)-1,2-Difluoro-3-(2-nitrovinyl)benzene
Similarity: 0.93
A447105 [5153-69-5]
(E)-1-Fluoro-4-(2-nitrovinyl)benzene
Similarity: 0.90
A150841 [705-84-0]
1-Fluoro-3-(2-nitrovinyl)benzene
Similarity: 0.88
A701147 [934625-92-0]
(E)-1,2-Difluoro-3-(2-nitrovinyl)benzene
Similarity: 0.93
A447105 [5153-69-5]
(E)-1-Fluoro-4-(2-nitrovinyl)benzene
Similarity: 0.90
A150841 [705-84-0]
1-Fluoro-3-(2-nitrovinyl)benzene
Similarity: 0.88
A701147 [934625-92-0]
(E)-1,2-Difluoro-3-(2-nitrovinyl)benzene
Similarity: 0.93
A447105 [5153-69-5]
(E)-1-Fluoro-4-(2-nitrovinyl)benzene
Similarity: 0.90
A150841 [705-84-0]
1-Fluoro-3-(2-nitrovinyl)benzene
Similarity: 0.88