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[ CAS No. 13162-27-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 13162-27-1
Chemical Structure| 13162-27-1
Chemical Structure| 13162-27-1
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Product Details of [ 13162-27-1 ]

CAS No. :13162-27-1 MDL No. :MFCD08062586
Formula : C5H5Cl2N3 Boiling Point : -
Linear Structure Formula :- InChI Key :FDMMHWIFYCXEOF-UHFFFAOYSA-N
M.W : 178.02 Pubchem ID :14665971
Synonyms :

Calculated chemistry of [ 13162-27-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.2
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 41.42
TPSA : 51.8 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) : -6.08 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.69
Log Po/w (XLOGP3) : 1.84
Log Po/w (WLOGP) : 1.68
Log Po/w (MLOGP) : 0.55
Log Po/w (SILICOS-IT) : 1.96
Consensus Log Po/w : 1.54

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.55
Solubility : 0.505 mg/ml ; 0.00284 mol/l
Class : Soluble
Log S (Ali) : -2.55
Solubility : 0.504 mg/ml ; 0.00283 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.91
Solubility : 0.219 mg/ml ; 0.00123 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.88

Safety of [ 13162-27-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H317-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 13162-27-1 ]

* 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 [ 13162-27-1 ]
  • Downstream synthetic route of [ 13162-27-1 ]

[ 13162-27-1 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 13162-27-1 ]
  • [ 20090-69-1 ]
YieldReaction ConditionsOperation in experiment
74.4% With palladium on activated charcoal; hydrogen; triethylamine In ethanol; water for 8 h; The raw material 14 (2.63g), adding 263mg of Pd / C, adding triethylamine 3.5ml, anhydrous ethanol 88ml, water 4ml, 20psi hydrogen pressure reaction 8h, the raw material reaction is complete after the filter, spin dry solvent, Yellow solid, dry loading, purification to obtain white solid 15 (1.22g) yield 74.4percent.
20% With hydrogen; magnesium oxide In ethanol; water at 20℃; Example 31; 2-[4-(4-chloro-benzyl)-5-methyl-4H-[1,2,4]triazol-3-yl]-pyrrolidine-1-carboxylic acid (2-chloro-4-methyl-pyrimidin-5-yl)-amide; Step A; 2,4-Dichloro-6-methylpyrimidin-5-amine (1.0 g, 5.62 mmol) was dissolved in anhydrous EtOH (3.5 mL) and H2O (7.0 mL). MgO (1.40 g, 34.74 mmol) and 10percent Pd/C (35 mg) were added to the reaction mixture which was hydrogenated at 1 atm, at room temperature, overnight. The reaction mixture was filtered and concentrated. The residue was purified by silica gel column chromatography (MeOH/CH2Cl2 gradient, 0-15percent MeOH) to afford 2-chloro-4-methylpyrimidin-5-amine as light pink solid (0.16 g, 20percent).1H NMR (300 MHz, CD3OD) 2.36 (s, 3H), 7.95 (s, 1H). MS: calculated: 143.03, found (MH+): 144.0.
Reference: [1] Patent: CN105906621, 2016, A, . Location in patent: Paragraph 0033
[2] Patent: US2009/93472, 2009, A1, . Location in patent: Page/Page column 23-24
  • 2
  • [ 13162-26-0 ]
  • [ 13162-27-1 ]
YieldReaction ConditionsOperation in experiment
65.1% With palladium on activated charcoal; hydrogen In ethyl acetate at 20℃; The raw material 13 (860mg) and Pd / C (180mg) were dissolved in ethyl acetate (30ml), hydrogen was ventilated three times, reacted at room temperature under hydrogen pressure 40psi. After the reaction was complete, Pd / C was filtered, To give a yellow solid 14 (500 mg) in 65.1percent yield.
Reference: [1] Heterocyclic Communications, 2014, vol. 20, # 5, p. 275 - 279
[2] Patent: CN105906621, 2016, A, . Location in patent: Paragraph 0032
[3] Journal of Heterocyclic Chemistry, 2016, vol. 53, # 3, p. 832 - 839
[4] Journal of the American Chemical Society, 1954, vol. 76, p. 1953
[5] Yakugaku Zasshi, 1942, vol. 62, p. 315,333; dtsch. Ref. S. 95, 106[6] Chem.Abstr., 1951, p. 5150
[7] Journal of Chemical Research, 2016, vol. 40, # 10, p. 633 - 636
[8] Research on Chemical Intermediates, 2018, vol. 44, # 11, p. 6877 - 6893
  • 3
  • [ 626-48-2 ]
  • [ 13162-27-1 ]
Reference: [1] Patent: CN105906621, 2016, A,
  • 4
  • [ 16632-21-6 ]
  • [ 13162-27-1 ]
Reference: [1] Patent: CN105906621, 2016, A,
  • 5
  • [ 13162-27-1 ]
  • [ 633328-98-0 ]
Reference: [1] Patent: CN105906621, 2016, A,
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • Acid-Catalyzed α -Halogenation of Ketones • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alkyl Halide Occurrence • Alkylation of an Alkynyl Anion • Amides Can Be Converted into Aldehydes • Amine Synthesis from Nitriles • Amine Synthesis from Nitriles • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • An Alkane are Prepared from an Haloalkane • Azide Reduction by LiAlH4 • Azide Reduction by LiAlH4 • Basicity of Amines • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Chichibabin Reaction • Chloroalkane Synthesis with SOCI2 • Convert Haloalkanes into Alcohols by SN2 • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Enamine Formation • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Haloalkanes • General Reactivity • Grignard Reaction • Halogenation of Alkenes • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hiyama Cross-Coupling Reaction • Hofmann Elimination • Hofmann Rearrangement • Hydride Reductions • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • Mannich Reaction • Methylation of Ammonia • Methylation of Ammonia • Nitrosation of Amines • Peptide Bond Formation with DCC • Petasis Reaction • Preparation of Amines • Preparation of LDA • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reductive Amination • Reductive Amination • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Strecker Synthesis • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Synthesis of 2-Amino Nitriles • Ugi Reaction
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