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[ CAS No. 936694-19-8 ] {[proInfo.proName]}

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Chemical Structure| 936694-19-8
Chemical Structure| 936694-19-8
Structure of 936694-19-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 936694-19-8 ]

CAS No. :936694-19-8 MDL No. :MFCD16294502
Formula : C22H35BN2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :AAEYFMAHSYKHGD-UHFFFAOYSA-N
M.W : 402.34 Pubchem ID :53216820
Synonyms :

Calculated chemistry of [ 936694-19-8 ]

Physicochemical Properties

Num. heavy atoms : 29
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.68
Num. rotatable bonds : 6
Num. H-bond acceptors : 5.0
Num. H-bond donors : 0.0
Molar Refractivity : 124.37
TPSA : 51.24 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.34 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 3.4
Log Po/w (WLOGP) : 2.12
Log Po/w (MLOGP) : 1.92
Log Po/w (SILICOS-IT) : 2.12
Consensus Log Po/w : 1.91

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.23
Solubility : 0.0235 mg/ml ; 0.0000584 mol/l
Class : Moderately soluble
Log S (Ali) : -4.16
Solubility : 0.0281 mg/ml ; 0.0000699 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.0
Solubility : 0.004 mg/ml ; 0.00000995 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.73

Safety of [ 936694-19-8 ]

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 [ 936694-19-8 ]

* 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 [ 936694-19-8 ]
  • Downstream synthetic route of [ 936694-19-8 ]

[ 936694-19-8 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 844891-10-7 ]
  • [ 73183-34-3 ]
  • [ 936694-19-8 ]
YieldReaction ConditionsOperation in experiment
82% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In dimethyl sulfoxide at 90℃; for 16 h; Inert atmosphere Step-II: tert-butyl 4-[[4-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl) phenyl] methyl] piperazine-l-carboxylate (V-1) A mixture of V-l -I (7.5 g, 21.1 mmol), bispinacolato diboron (8 g, 31 .7 mmol) and KOAc (4.1 g, 42.2 mmol) in DMSO (50 mL) was purged using Argon for 30 min and PdC idppf) (0.77 g, 1 .06 mmol) was added. The resulting reaction mixture was heated at 90 °C for 16 h. After completion of reaction (monitored by TLC), water ( 100 mL) was added to the reaction mixture and the product was extracted with EtOAc (50 mL x 3). The combined organic layers were washed with water (100 mL); brine ( 100 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (2-20percent MeOH in CH2C12) to afford title compound V-1 (7 g, 82percent). LCMS: m/z 403.3 (M+l) +.
7 g With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In dimethyl sulfoxide at 90℃; for 16 h; Inert atmosphere Step-II:
tert-butyl 4-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]piperazine-1-carboxylate (V-1)
A mixture of V-1-I (7.5 g, 21.1 mmol), bispinacolato diboron (8 g, 31.7 mmol) and KOAc (4.1 g, 42.2 mmol) in DMSO (50 mL) was purged using Argon for 30 min and PdCl2(dppf) (0.77 g, 1.06 mmol) was added.
The resulting reaction mixture was heated at 90° C. for 16 h.
After completion of reaction (monitored by TLC), water (100 mL) was added to the reaction mixture and extraction was carried out using EtOAc (50 mL*3).
The combined organic layers were washed with water (100 mL); brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure.
The crude product was purified by silica gel column chromatography (2-20percent MeOH in CH2Cl2) to afford title compound V-1 (7 g, 82percent). LCMS: m/z 403.3 (M+1)+.
Reference: [1] Patent: WO2013/157022, 2013, A1, . Location in patent: Page/Page column 54-55
[2] Patent: US2015/64196, 2015, A1, . Location in patent: Paragraph 0177
  • 2
  • [ 138500-85-3 ]
  • [ 57260-71-6 ]
  • [ 936694-19-8 ]
Reference: [1] ACS Combinatorial Science, 2011, vol. 13, # 1, p. 24 - 31
[2] Patent: WO2008/139161, 2008, A1, . Location in patent: Page/Page column 97-98
  • 3
  • [ 589-15-1 ]
  • [ 936694-19-8 ]
Reference: [1] Patent: WO2013/157022, 2013, A1,
[2] Patent: US2015/64196, 2015, A1,
  • 4
  • [ 57260-71-6 ]
  • [ 936694-19-8 ]
Reference: [1] Patent: WO2013/157022, 2013, A1,
[2] Patent: US2015/64196, 2015, A1,
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