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[ CAS No. 929617-30-1 ] {[proInfo.proName]}

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Chemical Structure| 929617-30-1
Chemical Structure| 929617-30-1
Structure of 929617-30-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 929617-30-1 ]

CAS No. :929617-30-1 MDL No. :MFCD12024520
Formula : C7H6BrN3 Boiling Point : -
Linear Structure Formula :- InChI Key :OPJNRVAWKYSENX-UHFFFAOYSA-N
M.W : 212.05 Pubchem ID :25222947
Synonyms :

Calculated chemistry of [ 929617-30-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.14
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 46.55
TPSA : 41.57 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) : -6.24 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.21
Log Po/w (XLOGP3) : 1.91
Log Po/w (WLOGP) : 2.03
Log Po/w (MLOGP) : 1.0
Log Po/w (SILICOS-IT) : 2.66
Consensus Log Po/w : 1.76

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.96
Solubility : 0.231 mg/ml ; 0.00109 mol/l
Class : Soluble
Log S (Ali) : -2.41
Solubility : 0.832 mg/ml ; 0.00392 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.79
Solubility : 0.0348 mg/ml ; 0.000164 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.99

Safety of [ 929617-30-1 ]

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 [ 929617-30-1 ]

* 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 [ 929617-30-1 ]
  • Downstream synthetic route of [ 929617-30-1 ]

[ 929617-30-1 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 1114523-56-6 ]
  • [ 929617-30-1 ]
YieldReaction ConditionsOperation in experiment
99% With hydrazine In ethylene glycol at 165℃; for 3.5 h; To a 150 mL pressure flask containing 50 mL dry ethylene glycol was dissolved 1-(2-bromo-5-fluoro-4-pyridinyl)ethanone (8.2 g, 37.6 mmol). Added next was anhydrous hydrazine (1.24 mL, 39.5 mmol) dropwise via syringe. The stirring light yellow mixture was sealed, and heated at 165 0C. After 3.5 h, the orange-tan reaction mixture was removed from heating. After cooling to room temperature, the contents were poured onto a stirring mixture of 300 g ice:water (1 :1 ), wherein solid precipitation occurred. After stirring for 10 min, the heterogeous mixture was vacuum filtered. This solid was dried in vacuo and collected as an off-white solid (7.9 g, 99percent) in very good purity, and used in the next step without additional purification. 1H NMR: (CD3OD-d4) 8.73 (s, 1 H), 7.98 (s, 1 H), 2.59 (s, 3H) ; LC/MS (MH+) = 211.5, 213.7; RT = 1.33 min
87% With hydrazine hydrate In ethylene glycol at 165℃; for 4 h; Sealed tube Into a 30 mL sealed tube, was placed 1-(2-bromo-5-fluoropyridin-4-yl)ethan-1-one (2.00 g, 9.17 mmol), NH2NH2*water (500 mg, 9.99 mmol) and ethane-1 ,2-diol (10 mL). The solution was stirred for 4 h at 165°C in an oil bath. The mixture was diluted with 100 mL of water. The solids were collected by filtration. This resulted in 1.70 g (87percent) of 5-bromo- 3-methyl-1H-pyrazolo[3,4-c]pyridine as a yellow solid.
74% With hydrazine hydrate In ethylene glycol at 165℃; for 3.5 h; Example 325d
5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine 325d
To a 250-mL round-bottomed flask equipped with a reflux condenser was added dry ethylene glycol (30 mL) and 325c (4.3 g, 20 mmol).
Then hydrazine hydrate (5.0 mL, 4.8 g, 81.6 mmol) was added dropwise via a syringe.
The mixture was heated at 165 °C for 3.5 h.
The resulting orange-tan mixture was cooled to room temperature and the contents were poured onto a stirring mixture of 100 mL ice/water (1:1), whereupon precipitation occurred.
After stirring for 10 min, the off-white precipitate was collected, which was dried in vacuo to afford 325d as an off-white solid (3.1 g, 74percent). MS-ESI: [M+H]+ 211.9.
Reference: [1] Tetrahedron Letters, 2009, vol. 50, # 4, p. 383 - 385
[2] Patent: WO2009/32651, 2009, A1, . Location in patent: Page/Page column 8; 32
[3] Patent: WO2016/26549, 2016, A1, . Location in patent: Page/Page column 47
[4] Patent: EP2773638, 2015, B1, . Location in patent: Paragraph 1324; 1328
  • 2
  • [ 929617-29-8 ]
  • [ 929617-30-1 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 6, p. 2441 - 2452
  • 3
  • [ 929617-28-7 ]
  • [ 929617-30-1 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 6, p. 2441 - 2452
  • 4
  • [ 70936-17-3 ]
  • [ 929617-30-1 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 6, p. 2441 - 2452
  • 5
  • [ 41404-58-4 ]
  • [ 929617-30-1 ]
Reference: [1] Patent: EP2773638, 2015, B1,
[2] Patent: WO2016/26549, 2016, A1,
  • 6
  • [ 1114523-54-4 ]
  • [ 929617-30-1 ]
Reference: [1] Patent: EP2773638, 2015, B1,
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