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[ CAS No. 1315350-04-9 ] {[proInfo.proName]}

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Chemical Structure| 1315350-04-9
Chemical Structure| 1315350-04-9
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Product Details of [ 1315350-04-9 ]

CAS No. :1315350-04-9 MDL No. :MFCD12025487
Formula : C13H17BN2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :VRJYXVCVZGMIGS-UHFFFAOYSA-N
M.W : 244.10 Pubchem ID :71714129
Synonyms :

Calculated chemistry of [ 1315350-04-9 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.46
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 72.04
TPSA : 68.27 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.4 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 1.95
Log Po/w (WLOGP) : 1.45
Log Po/w (MLOGP) : 0.46
Log Po/w (SILICOS-IT) : 1.12
Consensus Log Po/w : 1.0

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.76
Solubility : 0.422 mg/ml ; 0.00173 mol/l
Class : Soluble
Log S (Ali) : -3.01
Solubility : 0.239 mg/ml ; 0.000981 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.73
Solubility : 0.0455 mg/ml ; 0.000186 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.94

Safety of [ 1315350-04-9 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H312-H315-H319-H332-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1315350-04-9 ]

* 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 [ 1315350-04-9 ]

[ 1315350-04-9 ] Synthesis Path-Downstream   1~19

  • 1
  • [ 1315350-04-9 ]
  • [ 57486-69-8 ]
  • [ 1434044-06-0 ]
YieldReaction ConditionsOperation in experiment
89% General procedure: To a 2-5 mL capacity microwave vial was charged <strong>[57486-69-8]methyl 2-(2-bromophenyl)acetate</strong> (0.100g, 0.43 mmol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.115 g, 0.523 mmol)and cesium carbonate (0.280 g, 0.86 mmol) in anhydrous 1,2-dimethoxy ethane (4 mL). Themixture was stirred and degassed with argon for 5 min. To this mixture was added Pd(PPh3)4(25 mg, 0.021 mmol) under argon atmosphere, and purged for 2 min. The tube was sealedand irradiated in microwave at 125 C for 0.5 h (This is the internal temperature of reactionmixture and monitored on the screen through a sensor). The vial was cooled to 0C over aperiod of 15 min, followed by addition of 1M potassium tert-butoxide (0.65 mL, 0.65 mmol)solution in THF. The resulting mixture was stirred for 10 minutes and quenched withsaturated ammonium chloride solution. The mixture was diluted with ethyl acetate (30 mL)and washed with water and brine. The organic layer was dried over anhydrous sodiumsulfate, filtered and concentrated. The residue obtained was purified by flash columnchromatography by eluting with gradient of 2-20% ethyl acetate in hexane to afford the 5Hdibenzo[b,d]azepin-6(7H)-one (4) as off white solid (0.075 g, 82%).
  • 2
  • C13H17BN2O2 [ No CAS ]
  • [ 25015-63-8 ]
  • [ 1315350-04-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; N4,N4,N4',N4'-tetramethyl-[2,2'-bipyridine]-4,4'-diamine / tetrahydrofuran / 16 h / 80 °C / Inert atmosphere; Glovebox 2: methanol / tetrahydrofuran / 20 °C / Inert atmosphere; Glovebox
  • 3
  • [ 873-74-5 ]
  • [ 1315350-04-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Glovebox 2: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; N4,N4,N4',N4'-tetramethyl-[2,2'-bipyridine]-4,4'-diamine / tetrahydrofuran / 16 h / 80 °C / Inert atmosphere; Glovebox 3: methanol / tetrahydrofuran / 20 °C / Inert atmosphere; Glovebox
Multi-step reaction with 2 steps 1.1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / tetrahydrofuran / 0.17 h / 80 °C 1.2: 12 h / 80 °C 2.1: chloroform / 1 h / 20 °C
  • 4
  • C19H28B2N2O4 [ No CAS ]
  • [ 1315350-04-9 ]
YieldReaction ConditionsOperation in experiment
146 mg With methanol In tetrahydrofuran at 20℃; Inert atmosphere; Glovebox;
  • 5
  • [ 1315350-04-9 ]
  • [ 185739-14-4 ]
  • 4-amino-3-(2,2-difluorovinyl)benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate In 1,4-dioxane; water at 60℃; for 1h; Inert atmosphere; 1.5.2.ii Step ii): 4-Amino-3-(2,2-difluorovinyl)benzonitrile Step ii): 4-Amino-3-(2,2-difluorovinyl)benzonitrile 4-Amino-3-(4,4,5,5-tetramethyl[l,3,2]dioxaborolan-2-yl)benzonitrile (1 eq, 30.7 mmol) and toluene-4-sulfonic acid 2,2-difluorovinyl ester (1 eq, 7.2 g) are dissolved in a 4: 1 solution of dioxane and water (175 mL). Pd(dba)3 (0.05 eq, 1.4 g), HBF4PCy3 (0.1 eq, 1.1 g) and potassium phosphate (3 eq, 19.6 g) are added, after which the suspension is degassed under nitrogen atmosphere for 10 min and the reaction is brought to 60°C for 1 h. The suspension is then filtered over a Celite pad and concentrated in vacuo. The residue is dissolved in EtOAc and an aq. extraction with sat. NaHCOs and EtOAc (3 x 150 mL) is performed. The combined organics are washed with sat. brine, dried over Na2S04 and concentrated. Purification of the crude through column chromatography (silica, petroleum ether/EtOAc; 95:5 to 90: 10) yields the desired product.
  • 6
  • [ 1315350-04-9 ]
  • 4-amino-3-(2,2-difluoroethyl)benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate; tricyclohexylphosphine tetrafluoroborate / 1,4-dioxane; water / 1 h / 60 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 50 °C / 3750.38 Torr / Inert atmosphere; Sealed tube
  • 7
  • [ 33348-34-4 ]
  • [ 73183-34-3 ]
  • [ 1315350-04-9 ]
YieldReaction ConditionsOperation in experiment
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In dimethyl sulfoxide at 65℃; Inert atmosphere; 1.5.1.i 1.5.1. Step i): 4-Amino-3-(4,4,5,5-tetramethyl[l,3,2]dioxaborolan-2-yl)benzonitrile 1.5.1. Step i): 4-Amino-3-(4,4,5,5-tetramethyl[l,3,2]dioxaborolan-2-yl)benzonitrile PdCl2dppf (0.05 eq, 171 mg), potassium acetate (2 eq, 804 mg), bis(pinacolato)diboron (1.8 eq, 1.88 g) and 4-amino-3-iodobenzonitrile (1 eq, 1.0 g) are dissolved in anhydrous DMSO (10 mL) in a 20 mL microwave tube and the suspension is degassed under nitrogen atmosphere for 10 min. The reaction mixture is brought to 65°C and kept at this temperature under vigorous stirring overnight. After completion of the reaction as shown by LC-MS, the mixture is diluted with water and EtOAc. Extraction with EtOAc (3 x 50 mL) is performed. The combined organics are washed with sat. brine and dried over anhydrous Na2SO (. After concentration under reduced pressure, the crude is used as such in the following step.
  • 8
  • [ 1315350-04-9 ]
  • C17H10Br2O2 [ No CAS ]
  • C31H16N4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With bis-triphenylphosphine-palladium(II) chloride; sodium t-butanolate In toluene at 110℃; for 3h; Inert atmosphere;
  • 9
  • [ 1315350-04-9 ]
  • 3-chloro-5-(trifluoromethyl)-2-vinylpyridine [ No CAS ]
  • 8-cyano-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% With chloro(1,5-cyclooctadiene)rhodium(I) dimer; chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)-palladium(II); potassium hydroxide; XPhos In 1,4-dioxane; water at 110℃; for 16h; Inert atmosphere; Sealed tube;
  • 10
  • [ 1315350-04-9 ]
  • 2-phenyl-4,5-dihydro-3H-spiro[acenaphthylene-1,3'-indole]-7-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane; water / 80 °C / Sealed tube; Inert atmosphere 2.1: hydrogenchloride / water; acetonitrile / 0 °C / Inert atmosphere 2.2: 1 h / 0 - 5 °C / Inert atmosphere 2.3: 0 - 20 °C / Inert atmosphere 3.1: methanol; potassium hydroxide / 80 °C / Inert atmosphere 4.1: palladium diacetate; trifuran-2-yl-phosphane; potassium phosphate; norbornene / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 65 °C / Glovebox; Sealed tube; Inert atmosphere
  • 11
  • [ 1315350-04-9 ]
  • C22H15IN2O2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane; water / 80 °C / Sealed tube; Inert atmosphere 2.1: hydrogenchloride / water; acetonitrile / 0 °C / Inert atmosphere 2.2: 1 h / 0 - 5 °C / Inert atmosphere 2.3: 0 - 20 °C / Inert atmosphere
  • 12
  • [ 1315350-04-9 ]
  • 3-(1H-indol-3-yl)-4-iodobenzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane; water / 80 °C / Sealed tube; Inert atmosphere 2.1: hydrogenchloride / water; acetonitrile / 0 °C / Inert atmosphere 2.2: 1 h / 0 - 5 °C / Inert atmosphere 2.3: 0 - 20 °C / Inert atmosphere 3.1: methanol; potassium hydroxide / 80 °C / Inert atmosphere
  • 13
  • [ 1315350-04-9 ]
  • [ 170456-80-1 ]
  • C22H17N3O2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 80℃; Sealed tube; Inert atmosphere;
  • 14
  • C11H12B2N2O4 [ No CAS ]
  • [ 73183-34-3 ]
  • [ 1315350-04-9 ]
YieldReaction ConditionsOperation in experiment
In chloroform at 20℃; for 1h; regioselective reaction;
  • 15
  • [ 21803-75-8 ]
  • [ 73183-34-3 ]
  • [ 1315350-04-9 ]
YieldReaction ConditionsOperation in experiment
83% With (2,2,2-trifluoroethoxy)trimethylsilane; cesium fluoride; dichlorobis(trimethylphosphine)nickel; In tetrahydrofuran; at 100℃; for 2h;Inert atmosphere; Sealed tube; Under an argon atmosphere,4.2 mg (0.015 mmol) of dichlorobis (trimethylphosphine) nickel,63.3 mg (0.5 mmol) of 2-chloro-4-cyanoaniline,152 mg (1.0 mmol) of cesium fluoride,140 mg (0.55 mmol) of 4,4,5,5,4 ', 4', 5 ', 5'-octamethyl-2,2'-bi (1,3,2-dioxaborolanyl)180 mg (1.05 mmol) of trimethyl (2,2,2-trifluoroethoxy) silane and 0.5 mL of tetrahydrofuran were added and sealed,Followed by stirring at 100 C. for 2 hours.After cooling the reaction vessel to room temperature,1 mL of saturated aqueous ammonium chloride solution was added and the mixture was extracted three times with 8 mL of ethyl acetate, and the obtained organic phases were combined. By carrying out vacuum distillation (170-175 C., 3 mm Hg)101 mg (white solid, yield 83%) of 4-cyano-2- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) aniline was obtained
  • 16
  • [ 1315350-04-9 ]
  • 3-(2-amino-5-cyanophenyl)-6-(pyrrolidin-1-yl)pyridazine-N-oxide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran / 13 h / 65 °C / Schlenk technique; Inert atmosphere 2: 16 h / 85 °C / Inert atmosphere
  • 17
  • [ 1315350-04-9 ]
  • (±)-cis-4a-hydroxy-2-(pyrrolidin-1-yl)-4,4a,9,9a-tetrahydro-1H-carbazole-3,6-dicarbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran / 13 h / 65 °C / Schlenk technique; Inert atmosphere 2: 16 h / 85 °C / Inert atmosphere 3: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]; potassium carbonate / tetrahydrofuran / 3 h / 65 °C / UV-irradiation; Inert atmosphere 4: 9 h / 80 °C / Inert atmosphere
  • 18
  • [ 1315350-04-9 ]
  • C15H15N3O [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran / 13 h / 65 °C / Schlenk technique; Inert atmosphere 2: 16 h / 85 °C / Inert atmosphere 3: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]; potassium carbonate / tetrahydrofuran / 3 h / 65 °C / UV-irradiation; Inert atmosphere
  • 19
  • [ 1315350-04-9 ]
  • [ 25974-26-9 ]
  • 3-(2-amino-5-cyanophenyl)-6-chloropyridazine-N-oxide [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran at 65℃; for 13h; Schlenk technique; Inert atmosphere;
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