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[ CAS No. 393870-04-7 ] {[proInfo.proName]}

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Chemical Structure| 393870-04-7
Chemical Structure| 393870-04-7
Structure of 393870-04-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 393870-04-7 ]

CAS No. :393870-04-7 MDL No. :MFCD04038170
Formula : C13H13BO2 Boiling Point : -
Linear Structure Formula :- InChI Key :UVCRLTMCDUXFSL-UHFFFAOYSA-N
M.W : 212.05 Pubchem ID :23005380
Synonyms :

Calculated chemistry of [ 393870-04-7 ]

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.08
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 66.67
TPSA : 40.46 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.59 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 2.82
Log Po/w (WLOGP) : 1.34
Log Po/w (MLOGP) : 2.15
Log Po/w (SILICOS-IT) : 1.38
Consensus Log Po/w : 1.54

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.35
Solubility : 0.0938 mg/ml ; 0.000442 mol/l
Class : Soluble
Log S (Ali) : -3.33
Solubility : 0.0998 mg/ml ; 0.000471 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.2
Solubility : 0.0134 mg/ml ; 0.0000632 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.07

Safety of [ 393870-04-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 393870-04-7 ]

* 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.

  • Downstream synthetic route of [ 393870-04-7 ]

[ 393870-04-7 ] Synthesis Path-Downstream   1~5

  • 1
  • [ CAS Unavailable ]
  • [ 393870-04-7 ]
YieldReaction ConditionsOperation in experiment
94% With water; sodium hydroxide In tetrahydrofuran at 23℃; for 0.166667h;
86% With sodium hydroxide In tetrahydrofuran at 23℃; for 0.166667h;
86% With sodium hydroxide In tetrahydrofuran; sodium hydroxide treatment of boronic acid with aqueous NaOH in THF at 23°C for 10min;
86% With sodium hydroxide; water In tetrahydrofuran at 23℃; for 0.166667h; 5 Example 5; Deprotection of Protected Organoboronic Acids; The general method for deprotecting the protected organoboronic acids of Example 4 was as follows. A round bottom flask equipped with a stir bar was charged with the boronate ester (1 equiv.), THF (10 mL), and 1M aq. NaOH (3 equiv.) and the resulting mixture was vigorously stirred at 23° C. for 10 minutes. The reaction mixture was then diluted with aq. sodium phosphate buffer (0.5 M, pH 7.0, 10 mL) and Et2O (10 mL), the layers were separated, and the aq. phase was extracted once with THF:Et2O 1:1 (20 mL). (On some occasions phosphate salts precipated and during the extraction process and were redissolved by the addition of water. The combined organic fractions were then dried over MgSO4 and concentrated in vacuo. Residual solvent was co-evaporated with MeCN. Reaction yields are listed in FIG. 6 For organoboronic acid 10a, the general procedure was followed using 9a (261 mg, 0.806 mmol) and 1 M aq. NaOH (2.42 mL, 2.42 mmol). Compound 10a was isolated as a white solid (147.4 mg, 86%).

  • 2
  • [ 393870-04-7 ]
  • [ 2105-94-4 ]
  • [ 1695531-15-7 ]
YieldReaction ConditionsOperation in experiment
92% With palladium diacetate; sodium carbonate In ethanol; water; toluene for 8h; Reflux; 4.1 STEP 1 00mlIn a three-necked flask, 30 ml of toluene, 13 ml of ethanol, 10.5 g of 4'-methylbiphenylboronic acid (Compound I-4)Bromo-2-fluorophenol (Compound II-4), 30 ml of water,Sodium carbonateAnd 0.1 g of palladium acetate were added and the mixture was heated to reflux and refluxed for 8 hoursHour to stop the reaction. Cooling to 45 ° C, standing still liquid, the lower aqueous phase extracted with toluene twice, each 100ml, the organic phase,Wash the organic phase twice with water, each 200ml, washed to PH = 7-8, pump vacuum distillation solvent, the residue over silica gelColumn, ethyl acetate and petroleum ether. The eluent was collected and the water pump was evaporated under reduced pressure. The solvent was removed by evaporation from ethyl acetate and petroleumEther mixture, yielding 12.05 g of compound III-4 as a gray powder in 99.8% yield, 92%.
  • 3
  • [ CAS Unavailable ]
  • [ 393870-04-7 ]
YieldReaction ConditionsOperation in experiment
77% With hydrogenchloride In water 48 Under a nitrogen gas atmosphere,4-methylphenylboronic acid(VI) 500 mg (3.68 mmol)4-bromophenylboronic acid and scyllo-inositolStable art type complex potassium salt(Present compound (12))862 mg (1.47 mmol), potassium carbonate 507 mg (3.68 mmol) were dissolved in degassed ethanol: water (5: 1)A suspension solution was prepared in 30 mL of mixed solvent,hereTriphenylphosphine ligand -palladium77 mg(0.11 mmole) in 2 mL of ethanol: water (5: 1) mixed solvent was added, and the first cross-coupling reaction was started by stirring at room temperature. The compound (VII) is produced in the reaction solution. Eight hours after the reaction, the ethanol solvent was distilled off under reduced pressure to stop the reaction. When 7 ml of a 1N hydrochloric acid solution was added thereto so as to be pH 3, the stable art type complex was decomposed, and scyllo-inositol was liberated in the solution. To this solution, water and ethyl acetate were added and the mixture was filtered to remove insoluble matter. The compound (VIII) dissolved in the organic layer was extracted. The ethyl acetate extract was washed with water, dried over anhydrous Na 2 SO 4 and concentrated. The precipitated solid was suspended in 10 ml of a hexane: ethyl acetate (8: 2) solution and washed. The solid remaining after filtration was purified by silica gel column chromatography to obtain 480 mg (2.26 mmol) of 4'-methylbiphenyl 4-boronic acid (VIII) (first coupling yield: 77%).
  • 4
  • (4'-methyl[1,1'-biphenyl]-4-yl)boronic acid [ No CAS ]
  • [ 4857-06-1 ]
  • [ 1000012-24-7 ]
YieldReaction ConditionsOperation in experiment
95% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; XPhos In ethanol; water; toluene at 65℃; for 6h; 2.1; 3.1 (1) After replacing the nitrogen in a three-neck reaction flask equipped with a mechanical stirrer, thermometer, and condenser, add the raw material 19B-2 (90 mmol), the raw material 2-chlorobenzimidazole (90 mmol), potassium acetate (90 mmol), PdCl2 (dppf ) (0.9mmol), x-phos (1.8mmol), toluene 300.0mL, ethanol 60.0mL, water 60.0mL, start stirring, warm to 65 for 6h, add 112.0mL water to the reaction solution with stirring, and stand for liquid separation The aqueous phase was extracted once again with 140.0 mL of toluene, separated, and the organic phases were combined and washed twice with 112.0 mL of water. The organic phase was dried with 5 g of anhydrous sodium sulfate and filtered. The organic phase was passed through a silica gel column, and the column liquid was concentrated ( -0.08-0.09MPa, 5565) until no droplets flow out, add 100.0mL n-heptane with stirring, and filter to obtain intermediate 12B-3 (85.5mmol), yield 95%.
  • 5
  • [ 393870-04-7 ]
  • [ 2766485-80-5 ]
  • [ 2766485-92-9 ]
YieldReaction ConditionsOperation in experiment
90% With palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride; tripotassium phosphate tribasic In 1,4-dioxane; lithium hydroxide monohydrate at 80℃; Inert atmosphere; 5.1.1. General procedure for the synthesis and isolation of compounds 6a-q General procedure: Under N 2 atmosphere, to the mixture of 1,4-dioxane (4 mL) and H 2 O (1 mL) was added 2-(5-bromo-7-fluoro- 1H -indol-3-yl)- N,N - dimethylethan-1-amine 5 (0.70 mmol, 1 equiv), the corresponding acid (phenylboronic acid,p-tolylboronic acid, [1,1 -biphenyl]-4- ylboronic acid, (4-chlorophenyl)boronic acid, (4-ethylphenyl)- boronic acid, (4-hydroxyphenyl)boronic acid, propylboronic acid, (4-methoxyphenyl)boronic acid, (4-vinylphenyl)boronic acid, (4- propylphenyl)boronic acid, (4-(cyanomethyl)phenyl)boronic acid, (4 -methyl-[ 1,1 ’-biphenyl]-4-yl)boronic acid, (4-acetylphenyl)- boronic acid, (4-hexylphenyl)boronic acid, (4-(trifluoromethyl)- phenyl)boronic acid, m -tolylboronic acid, o -tolylboronic acid) (0.78 mmol, 1.1 equiv), Pd(dppf)Cl 2 (0.03 mmol, 4 mol%), and K 3 PO 4 (448 mg, 2.11 mmol, 3 equiv). The resulting mixture was stirred at 80 °C until the disappearance of the starting materials were disappeared using TLC. The mixture was then cooled to room temperature, decapped, diluted with EtOAc (10 mL) and filtered through a plug of celite, eluting with EtOAc. The resulting solution was washed with H 2 O (3 ×10 mL) followed by brine (10 mL). The organic phase was dried over Na 2 SO 4 , filtered, and concentrated under vacuum, and the residue was purified by column chromatography to obtain the pure product
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