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[ CAS No. 627463-25-6 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 627463-25-6
Chemical Structure| 627463-25-6
Chemical Structure| 627463-25-6
Structure of 627463-25-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 627463-25-6 ]

CAS No. :627463-25-6 MDL No. :MFCD11846037
Formula : C8H8BrF Boiling Point : -
Linear Structure Formula :- InChI Key :AFMZYBYSTYYOFO-UHFFFAOYSA-N
M.W : 203.05 Pubchem ID :22641025
Synonyms :

Calculated chemistry of [ 627463-25-6 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 43.87
TPSA : 0.0 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.05 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.54
Log Po/w (XLOGP3) : 3.51
Log Po/w (WLOGP) : 3.57
Log Po/w (MLOGP) : 4.1
Log Po/w (SILICOS-IT) : 3.71
Consensus Log Po/w : 3.49

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.69
Solubility : 0.0416 mg/ml ; 0.000205 mol/l
Class : Soluble
Log S (Ali) : -3.19
Solubility : 0.13 mg/ml ; 0.00064 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.33
Solubility : 0.00959 mg/ml ; 0.0000472 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 1.5

Safety of [ 627463-25-6 ]

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 [ 627463-25-6 ]

* 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 [ 627463-25-6 ]
  • Downstream synthetic route of [ 627463-25-6 ]

[ 627463-25-6 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 221030-92-8 ]
  • [ 627463-25-6 ]
YieldReaction ConditionsOperation in experiment
87% With hydrogen In ethyl acetate ;The yellow oil from step A (2.8 g, 10 mmol) was dissolved in Ethyl acetate (200 mL). Palladium-on-carbon (10percent, 250 mg) was added and the mixture was hydrogenated under 1 atmosphere until TLC showed complete reaction.
The mixture was filtered and the filtrate was concentrated to give an oil. 2.4 g, 87percent.
64% With palladium 10% on activated carbon; hydrogen; acetic acid In ethyl acetate for 1 h; 4-Bromo-2-ethenyl-1 -fluorobenzene (2.0 g, 9.2 mmol) (prepared according to Buettelmann, B. et al., PCT patent application WO 2003097637) was dissolved in EtOAc (4 ml_) and AcOH (0.2 mL). The reaction mixture was degassed with nitrogen and 10percent Pd/C (200 mg) was added and the mixture was further degassed for 2 minutes. The reaction mixture was evacuated and back filled with hydrogen gas and the reaction mixture was stirred under an atmosphere of hydrogen for 1 h. Reaction mixture was filtered through Celite. The filtrate was diluted with EtOAc (30 mL) and washed with sat. NaHC03 solution (2 x 20 mL). The organic layer was dried and concentrated under reduced pressure at 25 °C. The obtained residue was purified by silica gel chromatography (100-200 mesh) using hexane to afford the title compound (1.2 g, 64percent) as a colorless oil.
62% With hydrogen In ethyl acetate for 2 h; 4-Bromo-1-fluoro-2-vinylbenzene (470 mg) was hydrogenated in EtOAc with 10percent Pd/C (100 mg) with a hydrogen balloon for 2.0 h. The Pd/C was removed by filtration. The filtrate was condensed to give 95A (290 mg, 62percent yield) as an orange oil. 1H NMR (400 MHz, CDCl3) δ ppm 1.22 (t, J=6.81 Hz, 3H) 2.63 (d, J=7.03 Hz, 2H) 6.88 (t, J=8.57 Hz, 1H) 7.25 (s, 1H) 7.32 (d, J=4.39 Hz, 1H).
Reference: [1] Patent: US2004/6058, 2004, A1, . Location in patent: Page/Page column 30
[2] Patent: WO2017/158151, 2017, A1, . Location in patent: Page/Page column 101
[3] Patent: US2010/227894, 2010, A1, . Location in patent: Page/Page column 74
  • 2
  • [ 552331-15-4 ]
  • [ 627463-25-6 ]
YieldReaction ConditionsOperation in experiment
24 g With triethylsilane; boron trifluoride diethyl etherate In dichloromethane at 0 - 25℃; for 2 h; To a solution of compound 31-2 (46.0 g, 210.0 mmol) and triethylsilane (48.8 g, 420.0 mmol, 66.9 mL) in DCM (500.0 mL) was added BF3.Et20 (59.6 g, 420.0 mmol, 51.8 mL) at 0°C. The mixture was stirred at 25°C for 2 h, concentrated, quenched by addition of (0767) Sat.NaHC03 (200 mL) at 0°C, and extracted with ethyl acetate (200 mL χ 3). The combined organic layers were washed with brine (200 mL χ 3), dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography (Si02) to afford compound 31-3 (24.0 g). 1H MR (CHLOROFORM-^, 400MHz) δ 7.31 (dd, J= 2.2, 6.6 Hz, 1H), 7.27 - 7.21 (m, 1H), 6.87 (t, J= 9.2 Hz, 1H), 2.62 (q, J= 7.5 Hz, 2H), 1.20 (t, J= 7.6 Hz, 3H).
Reference: [1] Patent: WO2018/102751, 2018, A1, . Location in patent: Paragraph 00261
  • 3
  • [ 749928-54-9 ]
  • [ 75-03-6 ]
  • [ 627463-25-6 ]
Reference: [1] Patent: WO2004/74270, 2004, A2, . Location in patent: Page 95
[2] Patent: US2005/176701, 2005, A1, . Location in patent: Page/Page column 43
  • 4
  • [ 93777-26-5 ]
  • [ 627463-25-6 ]
Reference: [1] Patent: WO2018/102751, 2018, A1,
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