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[ CAS No. 20090-69-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 20090-69-1
Chemical Structure| 20090-69-1
Chemical Structure| 20090-69-1
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Product Details of [ 20090-69-1 ]

CAS No. :20090-69-1 MDL No. :MFCD12923128
Formula : C5H6ClN3 Boiling Point : -
Linear Structure Formula :- InChI Key :RZAKVHVZRSQZEQ-UHFFFAOYSA-N
M.W : 143.57 Pubchem ID :316282
Synonyms :

Calculated chemistry of [ 20090-69-1 ]

Physicochemical Properties

Num. heavy atoms : 9
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 : 36.41
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) : -6.55 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.36
Log Po/w (XLOGP3) : 0.88
Log Po/w (WLOGP) : 1.03
Log Po/w (MLOGP) : -0.07
Log Po/w (SILICOS-IT) : 1.31
Consensus Log Po/w : 0.9

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.78
Solubility : 2.39 mg/ml ; 0.0167 mol/l
Class : Very soluble
Log S (Ali) : -1.55
Solubility : 4.03 mg/ml ; 0.028 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.27
Solubility : 0.766 mg/ml ; 0.00533 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.7

Safety of [ 20090-69-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 20090-69-1 ]

* 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 [ 20090-69-1 ]
  • Downstream synthetic route of [ 20090-69-1 ]

[ 20090-69-1 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 20090-69-1 ]
  • [ 3438-61-7 ]
Reference: [1] Chemische Berichte, 1901, vol. 34, p. 1242
[2] Journal of the Chemical Society, 1951, p. 1004,1015[3] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, vol. 24, p. 84
[4] Journal of the American Chemical Society, 1954, vol. 76, p. 1953
[5] Recueil des Travaux Chimiques des Pays-Bas, 1942, vol. 61, p. 291,297
[6] Yakugaku Zasshi, 1942, vol. 62, p. 315,333; dtsch. Ref. S. 95, 106[7] Chem.Abstr., 1951, p. 5150
  • 2
  • [ 13162-26-0 ]
  • [ 20090-69-1 ]
YieldReaction ConditionsOperation in experiment
29% With ammonium chloride; zinc In methanol at 70℃; for 50 h; Inert atmosphere To a solution of 2 4-dichloro-6-methyl-5-nitropyrimidine (10 g 48.1 mmol) and NH4Cl (25.7 g 481 mmol) in MeOH (100 mL) stirred under N2at 20 was added zinc (31.4 g 481 mmol) in one charge. The reaction mixture was stirred at 70 for 50 h. The mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by silica column chromatography (DCM/MeOH 301) . All fractions found to contain product by TLC (EA/EA1 11 Rf 0.6) were combined and concentrated to yield a light yellow solid of 2-chloro-4-methylpyrimidin-5-amine (2 g 13.93 mmol 29.0 yield) 1HNMR(400 MHz CDCl3) δ 7.95 (s 1H) 3.66 (s 2H) 2.88 (s 3H) ES-LCMS m/z 144.2 (M+H) .
Reference: [1] Patent: WO2016/37578, 2016, A1, . Location in patent: Page/Page column 138
[2] Chemische Berichte, 1901, vol. 34, p. 1242
[3] Yakugaku Zasshi, 1942, vol. 62, p. 315,333; dtsch. Ref. S. 95, 106[4] Chem.Abstr., 1951, p. 5150
[5] Patent: EP2100894, 2009, A1, . Location in patent: Page/Page column 20
[6] Patent: CN105906621, 2016, A,
  • 3
  • [ 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
  • 4
  • [ 626-48-2 ]
  • [ 20090-69-1 ]
Reference: [1] Patent: CN105906621, 2016, A,
  • 5
  • [ 16632-21-6 ]
  • [ 20090-69-1 ]
Reference: [1] Patent: CN105906621, 2016, A,
  • 6
  • [ 20090-69-1 ]
  • [ 124-41-4 ]
  • [ 908099-97-8 ]
Reference: [1] Chemische Berichte, 1901, vol. 34, p. 1242
[2] Chemische Berichte, 1901, vol. 34, p. 1242
  • 7
  • [ 20090-69-1 ]
  • [ 633328-98-0 ]
Reference: [1] Patent: US2012/202785, 2012, A1,
[2] Patent: CN105906621, 2016, A,
[3] Patent: WO2017/137334, 2017, A1,
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