Structure of 1450711-53-1
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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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CAS No. : | 1450711-53-1 |
Formula : | C7H8BBrO2 |
M.W : | 214.85 |
SMILES Code : | OB(C1=CC(C)=CC=C1Br)O |
MDL No. : | MFCD26045274 |
InChI Key : | NVMZSLAJUCDXCS-UHFFFAOYSA-N |
Pubchem ID : | 58531767 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); In tetrahydrofuran; water; at 80.0℃; for 20.0h;Inert atmosphere; | Under a nitrogen atmosphere, a 500 ml three-necked flask was charged with 1,3-dibromo-4,6-diiodo-2,5-dimethoxy (54.77 g, 0.1 mol, 1 equivalent), 2-bromo-5 -Methylphenylboronic acid (64.20 g, 0.3 mol, 3 eq), tetrakis (triphenylphosphine) palladium (5.8 g, 0.005 mol, 0.05 eq), potassium phosphate (55.16 g, 0.4 mol, 4 eq), THF ( 150 ml), water (40 ml), and the reaction was heated to 80 degrees Celsius and stirred for 20 hours. After the reaction was completed, the solvent was spin-dried, and the crude product was purified by chromatography (ethyl acetate / hexane = 1/15) to obtain intermediate 1- (3-1) (36.76 g, yield 58%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; triphenylphosphine; In ethanol; water; toluene; for 24.0h;Inert atmosphere; Reflux; | In a nitrogen atmosphere, add 0.01mol intermediate H-19, 0.011mol reactant Y-19, 0.03mol potassium carbonate, 1×10-4mol Pd(PPh3)Cl2 and 1×10-4mol triphenyl phosphineto a 200mL three-necked flask , then add 120mL of a mixed solution of V toluene: V ethanol: V water = 1:1:1, heat to reflux for 24 hours, observe the reaction by TLC, until the reaction is complete, cool to room temperature naturally, filter, and spin-evaporate the filtrate to No fractions. The obtained substance was purified by a silica gel column (V dichloromethane: V petroleum ether = 1:5 mixed solvent as eluent) to obtain Intermediate X-19. |
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