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[ CAS No. 22282-70-8 ] {[proInfo.proName]}

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Chemical Structure| 22282-70-8
Chemical Structure| 22282-70-8
Structure of 22282-70-8 * Storage: {[proInfo.prStorage]}

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Product Details of [ 22282-70-8 ]

CAS No. :22282-70-8 MDL No. :MFCD03092926
Formula : C5H3FIN Boiling Point : -
Linear Structure Formula :- InChI Key :ADPRIAVYIGHFSO-UHFFFAOYSA-N
M.W : 222.99 Pubchem ID :7023570
Synonyms :

Calculated chemistry of [ 22282-70-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 36.91
TPSA : 12.89 ?2

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) : -6.28 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.72
Log Po/w (XLOGP3) : 1.94
Log Po/w (WLOGP) : 2.25
Log Po/w (MLOGP) : 1.85
Log Po/w (SILICOS-IT) : 2.83
Consensus Log Po/w : 2.12

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.0
Solubility : 0.223 mg/ml ; 0.001 mol/l
Class : Soluble
Log S (Ali) : -1.84
Solubility : 3.26 mg/ml ; 0.0146 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.26
Solubility : 0.122 mg/ml ; 0.000548 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.96

Safety of [ 22282-70-8 ]

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 [ 22282-70-8 ]

* 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.

  • Downstream synthetic route of [ 22282-70-8 ]

[ 22282-70-8 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 60-35-5 ]
  • [ 22282-70-8 ]
  • [ 552331-00-7 ]
YieldReaction ConditionsOperation in experiment
37% With potassium carbonate; In ethyl acetate; Example 75A 2-Amino-4-iodopyridine A mixture of 2-floro-4-iodopyridine (3.0 g, 13.5 mmol), acetylamide (15.8 g, 269 mmol) and potassium carbonate (9.2 g, 67 mmol) was stirred at 180 C. for 7 hours, poured into ice (100 g), extracted with ethyl acetate, washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 50% ethyl acetate/hexane to provide the title compound (1.1 g, 37%). MS (DCI/NH3) m/e 221 (M+H).
  • 2
  • [ 22282-70-8 ]
  • [ 552331-00-7 ]
YieldReaction ConditionsOperation in experiment
90% With ammonium hydroxide; In dimethyl sulfoxide; at 100℃; for 40h; A mixture of 2-fluoro-4-iodopyridine (10.00g, 43.50mmol), ammonium hydroxide (10mL) in DMSO (20mL) was stirred at 100 C for 40 hours. H2O (100mL) was added to the reaction mixture and the precipitate was filtered to afford the compound 10a as a brown solid (8.62g, 90%). MS: 221 (M+H) +.
90% With ammonium hydroxide; In dimethyl sulfoxide; at 100℃; for 40h; A solution of 2-fluoro-4-iodopyridine (10.00 g, 43.50 mmol) and ammonia (10 mL) in DMSO (20 mL) was stirred at 100 C for 40 h.Water (100 mL) was added to the reaction solution, and a solid was precipitated. The brown solid compound 10a (8.62 g, 90%) was obtained by filtration
60% With ammonia; In water; at 150℃; for 3h;Sealed tube; Reference Example 2; 4-iodopyridin-2-amine2-Fluoro-4-iodopyridine (11.2 g, 50 mmol) obtained in Reference Example 1 and 28% aqueous ammonia solution (100 ml) were stirred at 150 C. for 3 hr in a sealed tube. The mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous sodium hydrogensulfate. The solvent was evaporated under reduced pressure. The obtained residue was crystallized from ethyl acetate to give the title compound (6.6 g, yield 60%). melting point 167-168 C.1H-NMR (CDCl3) delta: 4.34 (2H, brs), 6.92 (1H, d, J=1.4 Hz), 6.99 (1H, dd, J=5.5, 1.4 Hz), 7.73 (1H, d, J=5.5 Hz).
37% With acetamide; potassium carbonate; In ethyl acetate; at 180℃; for 7h; Example 75A 2-Amino-4-iodopyridine A mixture of 2-floro-4-iodopyridine (3.0 g, 13.5 mmol), acetylamide (15.8 g, 269 mmol) and potassium carbonate (9.2 g, 67 mmol) was stirred at 180 C. for 7 hours, poured into ice (100 g), extracted with ethyl acetate, washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 50% ethyl acetate/hexane to provide the title compound (1.1 g, 37%). MS (DCI/NH3) m/e 221 (M+H).

  • 3
  • [ 22282-70-8 ]
  • [ 42933-43-7 ]
  • N-(2,3-dihydrobenzofuran-5-yl)-4-iodopyridin-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
24% With hydrogenchloride; In 1,4-dioxane; water; at 100℃; for 15h;Sealed tube; To a suspension of <strong>[42933-43-7]2,3-dihydrobenzofuran-5-amine</strong> (1 g, 7.4 mmol) in 1:1 dioxane: water (200 mL) was added 2-fluoro-4-iodopyridine (1.982 g, 8.8 mmol) and aqueous HCl (2 mL, 35percent). The mixture was stirred for 15 h at 100° C. in a sealed glass tube. Reaction mixture was cooled and basified by the addition of saturated aqueous sodium bicarbonate, and extracted with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and evaporated to give crude product residue, which was purified by gradient column chromatography using ethyl acetate in n-hexane as eluent to afford N-(2,3-dihydrobenzofuran-5-yl)-4-iodopyridin-2-amine as yellow solid, (600 mg, 24percent). 1HNMR (400 MHz, CDCl3): delta 7.76 (d, J=4.8 Hz, 1H), 7.13 (s, 1H), 7.00-6.97 (m, 3H), 6.77 (d, J=8.4 Hz, 1H), 6.48 (s, 1H), 4.60 (t, J=8.8 Hz, 2H), 3.23 (t, J=8.8 Hz, 2H). LC-MS calcd exact mass 337.99, found m/z 339.0 [M+H]+.
  • 4
  • [ 1077-96-9 ]
  • [ 22282-70-8 ]
  • 5-fluoro-1-(4-iodo-2-pyridyl)indazole-3-carboxylic acid [ No CAS ]
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