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[ CAS No. 1423-26-3 ] {[proInfo.proName]}

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Chemical Structure| 1423-26-3
Chemical Structure| 1423-26-3
Structure of 1423-26-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1423-26-3 ]

CAS No. :1423-26-3 MDL No. :MFCD00151854
Formula : C7H6BF3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :WOAORAPRPVIATR-UHFFFAOYSA-N
M.W :189.93 Pubchem ID :2734388
Synonyms :

Calculated chemistry of [ 1423-26-3 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.14
Num. rotatable bonds : 2
Num. H-bond acceptors : 5.0
Num. H-bond donors : 2.0
Molar Refractivity : 41.27
TPSA : 40.46 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.24 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 1.71
Log Po/w (WLOGP) : 1.54
Log Po/w (MLOGP) : 1.37
Log Po/w (SILICOS-IT) : 0.29
Consensus Log Po/w : 0.98

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.3
Solubility : 0.942 mg/ml ; 0.00496 mol/l
Class : Soluble
Log S (Ali) : -2.18
Solubility : 1.27 mg/ml ; 0.00668 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.18
Solubility : 1.26 mg/ml ; 0.00665 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.72

Safety of [ 1423-26-3 ]

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

Application In Synthesis of [ 1423-26-3 ]

* 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.

  • Upstream synthesis route of [ 1423-26-3 ]
  • Downstream synthetic route of [ 1423-26-3 ]

[ 1423-26-3 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 62-53-3 ]
  • [ 1423-26-3 ]
  • [ 101-23-5 ]
YieldReaction ConditionsOperation in experiment
94% With potassium carbonate In water at 20℃; for 5 h; General procedure: To a stirred solution of phenylboronic acid (1.0 mmol), aniline (1.0 mmol), and K2CO3 (2.0 mmol) in deionized H2O (10 mL) at room temperature was added an aqueous suspension of FePd nanowires (3.0 mol percent in 3 mL of H2O). The mixture was stirred at room temperature for 5h. After completion of the reaction (as monitored by TLC), 2 M HCl was added and the catalyst was separated by applying an external magnet. The catalyst was washed with EtOAc. The mixture was extracted with EtOAc (2 * 20 mL), dried, and concentrated. The residue was subjected to gel permeation chromatography to afford pure product.
Reference: [1] Tetrahedron Letters, 2014, vol. 55, # 17, p. 2813 - 2817
  • 2
  • [ 98-08-8 ]
  • [ 73183-34-3 ]
  • [ 128796-39-4 ]
  • [ 1423-26-3 ]
Reference: [1] Journal of Organometallic Chemistry, 2007, vol. 692, # 20, p. 4244 - 4250
[2] Journal of Organometallic Chemistry, 2007, vol. 692, # 20, p. 4244 - 4250
[3] Journal of Organometallic Chemistry, 2007, vol. 692, # 20, p. 4244 - 4250
  • 3
  • [ 98-08-8 ]
  • [ 128796-39-4 ]
  • [ 1423-26-3 ]
Reference: [1] Journal of Organometallic Chemistry, 2007, vol. 692, # 20, p. 4244 - 4250
  • 4
  • [ 401-78-5 ]
  • [ 1423-26-3 ]
Reference: [1] Organic Letters, 2014, vol. 16, # 5, p. 1494 - 1497
  • 5
  • [ 98-08-8 ]
  • [ 73183-34-3 ]
  • [ 128796-39-4 ]
  • [ 1423-26-3 ]
Reference: [1] Journal of Organometallic Chemistry, 2007, vol. 692, # 20, p. 4244 - 4250
[2] Journal of Organometallic Chemistry, 2007, vol. 692, # 20, p. 4244 - 4250
[3] Journal of Organometallic Chemistry, 2007, vol. 692, # 20, p. 4244 - 4250
  • 6
  • [ 368-49-0 ]
  • [ 1423-26-3 ]
Reference: [1] Tetrahedron Letters, 1998, vol. 39, # 43, p. 7979 - 7982
  • 7
  • [ 98-08-8 ]
  • [ 128796-39-4 ]
  • [ 1423-26-3 ]
Reference: [1] Journal of Organometallic Chemistry, 2007, vol. 692, # 20, p. 4244 - 4250
  • 8
  • [ 586-76-5 ]
  • [ 1423-26-3 ]
  • [ 195457-70-6 ]
YieldReaction ConditionsOperation in experiment
86%
Stage #1: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; ethanol at 80℃; for 2 h;
Stage #2: With hydrogenchloride In water; ethyl acetate
A portion of Pd(dppf)Cl2 (1.49 mmol, 1.09 g) was added to a suspension of 4-bromobenzoic acid 4a (14.9 mmol, 3.0 g), 3-trifluoromethylboronic acid 4b (17.9 mmol, 3.4 g), and Cs2CO3 (37.3 mmol, 12.2 g) in 30 mL of dioxane and 7.5 mL of EtOH.
The mixture was stirred at 80° C. for 2 h.
After cooling, the solid was collected by filtration and washed with MeOH.
The filtrate was concentrated and partitioned between EtOAc and 1N aqueous HCl.
The organic layer was washed with brine, dried over MgSO4, and concentrated.
CH2Cl2 was added to the residue and the resulting solid was collected by filtration, washed with CH2Cl2, and dried to give 3.58 g (86percent yield) of compound 4c, which was used in the next step without further purification.
Reference: [1] Patent: US2013/102584, 2013, A1, . Location in patent: Paragraph 0307; 0308
[2] Journal of Medicinal Chemistry, 1997, vol. 40, # 20, p. 3144 - 3150
  • 9
  • [ 619-58-9 ]
  • [ 1423-26-3 ]
  • [ 195457-70-6 ]
Reference: [1] Patent: US2006/183754, 2006, A1, . Location in patent: Page/Page column 25
  • 10
  • [ 76-09-5 ]
  • [ 1423-26-3 ]
  • [ 18107-18-1 ]
  • [ 1190235-39-2 ]
YieldReaction ConditionsOperation in experiment
72%
Stage #1: at 50℃; for 3 h;
Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran; 1,4-dioxane; water at 50℃; for 3 h;
To a 10 mL reaction tube equipped with a magnet was added 76 mg (0.4 mmol) of 3-trifluoromethylphenylboronic acid, 0.4 mL (0.8 mmol) of trimethylsilyl diazomethane (2M n-hexane solution) 1 mL of toluene, stoppered with a rubber stopper and reacted on an electromagnetic heating stirrer at 50 ° C for 3 hours.Followed by addition of 71 mg (0.6 mmol) of pinacol (dissolved in 1 mL of 1,4-dioxane), 0.5 mL of tetrabutylammonium fluoride (1 M tetrahydrofuran solution) and 200 uL of water at 50 ° C in an electromagnetic heating stirrer To continue for 3 hours.After completion of the reaction, the organic solvent was removed by a rotary evaporator and purified by column chromatography3-trifluoromethylbenzyl boronic acid pinacol ester, its structure is as follows:The compound was a colorless liquid in a yield of 72percent with the following NMR data:
Reference: [1] Patent: CN105884808, 2016, A, . Location in patent: Paragraph 0136; 0137; 0138; 0139; 0140; 0141
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