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[ CAS No. 1214377-09-9 ] {[proInfo.proName]}

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Chemical Structure| 1214377-09-9
Chemical Structure| 1214377-09-9
Structure of 1214377-09-9 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1214377-09-9 ]

CAS No. :1214377-09-9 MDL No. :MFCD13176565
Formula : C6H2F2N2 Boiling Point : -
Linear Structure Formula :- InChI Key :QZUIHNOMVCGTEY-UHFFFAOYSA-N
M.W :140.09 Pubchem ID :53410102
Synonyms :

Calculated chemistry of [ 1214377-09-9 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 28.87
TPSA : 36.68 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) : -6.61 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.25
Log Po/w (XLOGP3) : 0.77
Log Po/w (WLOGP) : 2.07
Log Po/w (MLOGP) : 0.66
Log Po/w (SILICOS-IT) : 2.17
Consensus Log Po/w : 1.38

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.64
Solubility : 3.23 mg/ml ; 0.023 mol/l
Class : Very soluble
Log S (Ali) : -1.12
Solubility : 10.6 mg/ml ; 0.0758 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.64
Solubility : 0.319 mg/ml ; 0.00228 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.62

Safety of [ 1214377-09-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302+H312+H332-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1214377-09-9 ]

* 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 [ 1214377-09-9 ]

[ 1214377-09-9 ] Synthesis Path-Downstream   1~15

  • 2
  • [ 1214377-09-9 ]
  • [ 2064250-79-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 110 °C 2: diethyl ether / -78 - 0 °C / Inert atmosphere
  • 3
  • [ 1214377-09-9 ]
  • [ 2064250-80-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 110 °C 2: diethyl ether / -78 - 0 °C / Inert atmosphere 3: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C
  • 4
  • [ 1214377-09-9 ]
  • [ CAS Unavailable ]
  • [ 2064250-82-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 110 °C 2.1: diethyl ether / -78 - 0 °C / Inert atmosphere 3.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C 4.1: sodium tris(acetoxy)borohydride / methanol / 20 °C / Inert atmosphere 4.2: 12 h / 20 °C / Inert atmosphere
  • 5
  • [ 1214377-09-9 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 110 °C 2.1: diethyl ether / -78 - 0 °C / Inert atmosphere 3.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C 4.1: sodium tris(acetoxy)borohydride / methanol / 20 °C / Inert atmosphere 4.2: 12 h / 20 °C / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
  • 6
  • [ 1214377-09-9 ]
  • [ 2064248-06-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 110 °C 2.1: diethyl ether / -78 - 0 °C / Inert atmosphere 3.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C 4.1: sodium tris(acetoxy)borohydride / methanol / 20 °C / Inert atmosphere 4.2: 12 h / 20 °C / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
  • 7
  • [ 1214377-09-9 ]
  • [ 61357-40-2 ]
  • [ 2404618-64-8 ]
YieldReaction ConditionsOperation in experiment
48% With tetraethylammonium chloride In dimethyl sulfoxide at 20℃; for 10.72h; Glovebox; Inert atmosphere; Electrochemical reaction;
  • 8
  • [ 1214377-09-9 ]
  • [ 86-74-8 ]
  • [ 2599267-28-2 ]
YieldReaction ConditionsOperation in experiment
26.52% With potassium carbonate In dimethyl sulfoxide at 150℃; for 12h; P1: 4-Cyano-3,5-difluoropyridine (610.5 mg, 5 mmol), Carbazole(1.672 g, 10 mmol), K2CO3 (2.075 g, 15 mmol) were added to a 100 mLround-bottomed flask. Then DMSO (20 mL, AR grade) was added to the flask. The mixed solution was refluxed at 150 C for 12 h. After the reactionwas over, the resultant mixture was cooled down to room temperatureand washed with water. Then the reaction mixture wasextracted with CH2Cl2 (3 × 30 mL) and the organic layers were collectedand dried with anhydrous Na2SO4. After removing the solvent byvacuum-rotary evaporation, the solid residue was purified by columnchromatography (silica gel, 10:1 v/v, PE/CH2Cl2). Yield:0.60 g of whitepowder (26.52%).1H NMR (400 MHz, DMSO-d6) 8.91 (s, 2H), 8.23 (dt, J = 7.8, 1.0Hz, 4H), 7.60 (s, 1H), 7.50-7.42 (m, 8H), 7.31 (ddd, J = 8.0, 5.5, 2.7 Hz,4H), 7.11 (s, 1H).13C NMR (101 MHz, DMSO-d6) 163.41, 151.22, 145.97, 141.54,131.17, 126.06, 122.89, 120.24, 120.18, 110.88.HR-ESI-MS Calcd. For C30H21N4O [M+H]+: 453.170988. Found:453,170879.
  • 9
  • [ 1214377-09-9 ]
  • [ 108-95-2 ]
  • [ 2584885-70-9 ]
YieldReaction ConditionsOperation in experiment
77% With potassium carbonate In dimethyl sulfoxide at 110℃; for 4h; 56.1 Step 1: 3-Fluoro-5-phenoxypyridine-4-carbonitrile To a stirred mixture of 3,5-difluoropyridine-4-carbonitrile (1.00 g, 7.138 mmol, 1.00 equiv) and phenol (740.00 mg, 7.863 mmol, 1.10 equiv) in DMSO (6.00 mL) was added K2CO3 (1.97 g, 14.276 mmol, 2.00 equiv) at room temperature under air atmosphere. The resulting mixture was stirred for 4 h at 110 oC under nitrogen atmosphere. The reaction was monitored by LCMS. The mixture was allowed to cool down to room temperature. The resulting mixture was diluted with water (40 mL) and extracted with EtOAc (3 x 30 mL). The combined organic layers was dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by reverse phase Flash chromatography with the following conditions: Column: WelFlash TM C18-I, 20-40 nm, 330 g; Eluent A: water (plus 10 mmol/L FA); Eluent B: ACN; Gradient: 41% - 61% B in 25 min; Flow rate: 80 mL/min; Detector: 220/254 nm; desired fractions were collected at 56% B and concentrated under reduced pressure to afford 3- fluoro-5-phenoxypyridine-4-carbonitrile (1.171 g, 77%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) d 8.69 (s, 1H), 8.21 (s, 1H), 7.56- 7.48 (m, 2H), 7.37- 7.27 (m, 3H). LC/MS (ESI, m/z): [(M + 1)]+ = 215.05.
  • 10
  • [ 1214377-09-9 ]
  • [ 2584882-01-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: potassium carbonate / dimethyl sulfoxide / 4 h / 110 °C 2: potassium carbonate / dimethyl sulfoxide / 4 h / 130 °C 3: sodium chloride / water; dimethyl sulfoxide / 2 h / 120 °C 4: hydrogenchloride / 2 h / 75 °C / Inert atmosphere
  • 11
  • [ 1214377-09-9 ]
  • [ 2584885-72-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate / dimethyl sulfoxide / 4 h / 110 °C 2: potassium carbonate / dimethyl sulfoxide / 4 h / 130 °C
  • 12
  • [ 1214377-09-9 ]
  • [ 2584885-76-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium carbonate / dimethyl sulfoxide / 4 h / 110 °C 2: potassium carbonate / dimethyl sulfoxide / 4 h / 130 °C 3: sodium chloride / water; dimethyl sulfoxide / 2 h / 120 °C
  • 13
  • [ 1214377-09-9 ]
  • [ 86-74-8 ]
  • [ 1132642-30-8 ]
YieldReaction ConditionsOperation in experiment
16.12% With potassium carbonate In dimethyl sulfoxide at 150℃; for 12h;
  • 14
  • [ 917-64-6 ]
  • [ 1214377-09-9 ]
  • [ 1704088-40-3 ]
YieldReaction ConditionsOperation in experiment
Stage #1: methyl magnesium iodide; 3,5-difluoro-4-pyridinecarbonitrile In 2-methyltetrahydrofuran; toluene for 0.5h; Stage #2: With titanium(IV) isopropylate In 2-methyltetrahydrofuran; toluene at 100℃; for 1h; 2-(3,5-Difluoropvridin-4-yl)propan-2-amine 129 CHsMgl (3M in 2-methylTHF, 220 mL, 661 mmol) was added to a solution of 3,5- difluoropyridine-4-carbonitrile (32.5 g, 220 mmol, 95% pure) in toluene (1 L). The reaction mixture was stirred for 30 min and Ti(Oi-Pr)4(65.9 mL, 223 mmol) was added. The reaction mixture was stirred at 100°C for 60 min. The reaction mixture was cooled to rt and the reaction was quenched with Na2COa (sat., aq.). The mixture was combined with another fraction (143 mmol), filtered over Celiteand washed with EtOAc. The layers were separated, and the aqueous phase was extracted with EtOAc (twice). The combined organic extracts were washed with a solution of brine and water (9:1) and concentrated to dryness under reduced pressure. The crude 129 was used as such in the next step.
  • 15
  • [ 1214377-09-9 ]
  • [ CAS Unavailable ]
  • [ 62-53-3 ]
  • [ 2869035-96-9 ]
YieldReaction ConditionsOperation in experiment
With tetrabutylammonium perchlorate; benzoic acid In methanol; acetonitrile at 20℃; Electrochemical reaction; Electrolysis; Sealed tube;
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