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[ CAS No. 33630-25-0 ] {[proInfo.proName]}

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Chemical Structure| 33630-25-0
Chemical Structure| 33630-25-0
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Product Details of [ 33630-25-0 ]

CAS No. :33630-25-0 MDL No. :MFCD11043737
Formula : C10H9N3 Boiling Point : -
Linear Structure Formula :- InChI Key :KSFORUTXEPGVOW-UHFFFAOYSA-N
M.W : 171.20 Pubchem ID :12403617
Synonyms :

Calculated chemistry of [ 33630-25-0 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 51.87
TPSA : 51.8 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) : -6.27 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.72
Log Po/w (XLOGP3) : 1.52
Log Po/w (WLOGP) : 1.73
Log Po/w (MLOGP) : 1.38
Log Po/w (SILICOS-IT) : 1.77
Consensus Log Po/w : 1.62

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.48
Solubility : 0.572 mg/ml ; 0.00334 mol/l
Class : Soluble
Log S (Ali) : -2.22
Solubility : 1.04 mg/ml ; 0.00608 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.81
Solubility : 0.0268 mg/ml ; 0.000157 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.67

Safety of [ 33630-25-0 ]

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 [ 33630-25-0 ]

* 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 [ 33630-25-0 ]
  • Downstream synthetic route of [ 33630-25-0 ]

[ 33630-25-0 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 7461-50-9 ]
  • [ 98-80-6 ]
  • [ 33630-25-0 ]
YieldReaction ConditionsOperation in experiment
36% With potassium phosphate; 1,1'-bis(di-tertbutylphosphino)ferrocene; palladium diacetate In 1,4-dioxane at 100℃; for 5 h; Inert atmosphere; Sealed tube General procedure: To a solution of the requisite chloro-amino-substituted heteroaromatic in anhydrous 1,4-dioxane (30 volumes wrt chloride) in a sealed tube was introduced phenylboronic acid (1.5 equiv) and finely ground potassium phosphate (2.0 equiv). The solution was degassed (N2 bubbling) for 5 min, Pd(OAc)2 (5 mol percent wrt chloride) and di-tert-butylphosphinoferrocene (5 mol percent wrt chloride) introduced and degassing continued for a further 5 min. The tube was sealed under nitrogen and heated with rapid stirring at 100 °C for 5 h. After cooling, the reaction mixture was filtered in vacuo through a celite pad and the precipitated material washed with 1,4-dioxane. The combined filtrates were evaporated and purified by flash column chromatography (neat hexane to 1:1 hexane/EtOAc gradient containing 2.5percent by volume Et3N) to furnish the biarylanilines 13, 14 and 15.
Reference: [1] European Journal of Organic Chemistry, 2010, # 23, p. 4376 - 4380
[2] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 8, p. 2742 - 2750
  • 2
  • [ 61310-53-0 ]
  • [ 618-39-3 ]
  • [ 33630-25-0 ]
YieldReaction ConditionsOperation in experiment
61.8% at 135℃; for 3 h; [00200] A solution of benzamidine (0.655 niL, 5.15 mmol) in 3-ethoxyacrylonitrile (0.500 g, 5.15 mmol) was allowed to stir at 135 °C for 3 hand was then allowed to cool toil and stir for another 16 h. The reaction was concentrated and the crude compound was purified by column chromatography to provide 2-phenylpyrimidin-4-amine (0.545 g, 61.8percent) as a solid. LCMS (FA): m/z 172.4 (M+H).
61.8% at 20 - 135℃; for 19 h; 2-Phenylpyrimidin-4-amine
A solution of benzamidine (0.655 mL, 5.15 mmol) in 3-ethoxyacrylonitrile (0.500 g, 5.15 mmol) was allowed to stir at 135° C. for 3 h and was then allowed to cool to rt and stir for another 16 h.
The reaction was concentrated and the crude compound was purified by column chromatography to provide 2-phenylpyrimidin-4-amine (0.545 g, 61.8percent) as a solid. LCMS (FA): m/z=172.4 (M+H).
Reference: [1] Patent: WO2015/108861, 2015, A1, . Location in patent: Paragraph 00200
[2] Patent: US2015/225422, 2015, A1, . Location in patent: Paragraph 0266-0267
  • 3
  • [ 140367-35-7 ]
  • [ 618-39-3 ]
  • [ 33630-25-0 ]
Reference: [1] Russian Journal of General Chemistry, 2005, vol. 75, # 4, p. 527 - 532
  • 4
  • [ 14790-42-2 ]
  • [ 33630-25-0 ]
Reference: [1] Chemische Berichte, 1897, vol. 30, p. 2026
  • 5
  • [ 14790-42-2 ]
  • [ 7664-41-7 ]
  • [ 33630-25-0 ]
Reference: [1] Chemische Berichte, 1897, vol. 30, p. 2026
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