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[ CAS No. 870777-32-5 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 870777-32-5
Chemical Structure| 870777-32-5
Structure of 870777-32-5 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 870777-32-5 ]

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Product Details of [ 870777-32-5 ]

CAS No. :870777-32-5 MDL No. :MFCD08275291
Formula : C7H7BF2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :ISQCHQGYKNHYGP-UHFFFAOYSA-N
M.W : 187.94 Pubchem ID :16217679
Synonyms :

Calculated chemistry of [ 870777-32-5 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.14
Num. rotatable bonds : 2
Num. H-bond acceptors : 5.0
Num. H-bond donors : 2.0
Molar Refractivity : 42.68
TPSA : 49.69 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) : -6.74 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 1.0
Log Po/w (WLOGP) : 0.49
Log Po/w (MLOGP) : 0.87
Log Po/w (SILICOS-IT) : 0.13
Consensus Log Po/w : 0.5

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.84
Solubility : 2.69 mg/ml ; 0.0143 mol/l
Class : Very soluble
Log S (Ali) : -1.63
Solubility : 4.38 mg/ml ; 0.0233 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.98
Solubility : 1.99 mg/ml ; 0.0106 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.26

Safety of [ 870777-32-5 ]

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 [ 870777-32-5 ]

* 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 [ 870777-32-5 ]

[ 870777-32-5 ] Synthesis Path-Downstream   1~77

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YieldReaction ConditionsOperation in experiment
89.3% With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In water; N,N-dimethyl-formamide; at 80 - 85℃; for 1.0h;Inert atmosphere; 4',5'-Difluoro-2'-methoxy-biphenyl-4-ol<strong>[870777-32-5]4,5-Difluoro-2-methoxyphenyl-boronic acid</strong> (8.8 g, 46.82 mmol) and 4-iodophenol (6.86 g, 31.21 mmol) were suspended in 165 ml of DMF. H2O (40 mL) was added and the mixture was degassed with argon. Finely ground potassium carbonate (13 g, 93.63 mmol) and tetrakis(triphenylphosphine) palladium(0) (1.5 g, 1.29 mmol) were added. The reaction was stirred at 80-85 C. for 1 hr under argon and cooled. The mixture was diluted with ethyl acetate and water. The organic layer was washed with brine, dried and solvents were evaporated. The crude product was purified by flash chromatography, eluting with 0-8% ethyl acetate in hexanes to yield 4',5'-difluoro-2'-methoxy-biphenyl-4-ol (6.58 g, 89.3%). LR-MS (ES) calculated for C13H10F2O, 236.22; found m/z 235 [M-H]-.
89.3% With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In water; N,N-dimethyl-formamide; at 80 - 85℃; for 1.0h;Inert atmosphere; 4',5'-Difluoro-2'-methoxy-biphenyl-4-ol <strong>[870777-32-5]4,5-Difluoro-2-methoxyphenyl-boronic acid</strong> (8.8 g, 46.82 mmol) and 4-iodophenol (6.86 g, 31.21 mmol) were suspended in 165 ml of DMF. H2O (40 mL) was added and the mixture was degassed with argon. Finely ground potassium carbonate (13 g, 93.63 mmol) and tetrakis(triphenylphosphine) palladium(0) (1.5 g, 1.29 mmol) were added. The reaction was stirred at 80-85 C. for 1 hr under argon and cooled. The mixture was diluted with ethyl acetate and water. The organic layer was washed with brine, dried and solvents were evaporated. The crude product was purified by flash chromatography, eluting with 0-8% ethyl acetate in hexanes to yield 4',5'-difluoro-2'-methoxy-biphenyl-4-ol (6.58 g, 89.3%). LR-MS (ES) calculated for C13H10F2O2, 236.22. Found m/z 235 (M-H).
89.3% With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In water; N,N-dimethyl-formamide; at 80 - 85℃; for 1.0h;Inert atmosphere; Part I: Preparation of Preferred Intermediates 4',5'-Difluoro-2'-methoxy-biphenyl-4-ol <strong>[870777-32-5]4,5-Difluoro-2-methoxyphenyl-boronic acid</strong> (8.8 g, 46.82 mmol) and 4-iodophenol (6.86 g, 31.21 mmol) were suspended in 165 ml of DMF. Water (40 mL) was added and the mixture was degassed with argon. Finely ground potassium carbonate (13 g, 93.63 mmol) and tetrakis(triphenylphosphine) palladium(0) (1.5 g, 1.29 mmol) were added. The reaction was stirred at 80-85 C. for 1 hr under argon and cooled. The mixture was diluted with ethyl acetate and water. The organic layer was washed with brine, dried and solvents were evaporated. The crude product was purified by flash chromatography, eluting with 0-8% ethyl acetate in hexanes to yield 4',5'-difluoro-2'-methoxy-biphenyl-4-ol (6.58 g, 89.3%). LR-MS (ES) calculated for C13H10F2O2, 236.22. found m/z 235 [M-H].
89.3% With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In water; N,N-dimethyl-formamide; at 80 - 85℃; for 1.0h;Inert atmosphere; 4',5'-Difluoro-2'-methoxy-biphenyl-4-ol <strong>[870777-32-5]4,5-Difluoro-2-methoxyphenyl-boronic acid</strong> (8.8 g, 46.82 mmol) and 4-iodophenol (6.86 g, 31.21 mmol) were suspended in 165 ml of DMF. H2O (40 mL) was added and the mixture was degassed with argon. Finely ground potassium carbonate (13 g, 93.63 mmol) and tetrakis(triphenylphosphine) palladium(0) (1.5 g, 1.29 mmol) were added. The reaction was stirred at 80-85 C. for 1 hr under argon and cooled. The mixture was diluted with ethyl acetate and water. The organic layer was washed with brine, dried and solvents were evaporated. The crude product was purified by flash chromatography, eluting with 0-8% ethyl acetate in hexanes to yield 4',5'-difluoro-2'-methoxy-biphenyl-4-ol (6.58 g, 89.3%). LR-MS (ES) calculated for C13H10F2O2, 236.22; found m/z 235 (M-H).
89.3% With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In water; N,N-dimethyl-formamide; at 80 - 85℃; for 1.0h;Inert atmosphere; 4',5'-Difluoro-2'-methoxy-biphenyl-4-ol <strong>[870777-32-5]4,5-Difluoro-2-methoxyphenyl-boronic acid</strong> (8.8 g, 46.82 mmol) and 4-iodophenol (6.86 g, 31.21 mmol) were suspended in 165 ml of DMF. H2O (40 mL) was added and the mixture was degassed with argon. Finely ground potassium carbonate (13 g, 93.63 mmol) and tetrakis(triphenylphosphine) palladium(0) (1.5 g, 1.29 mmol) were added. The reaction was stirred at 80-85 C. for 1 hr under argon and cooled. The mixture was diluted with ethyl acetate and water. The organic layer was washed with brine, dried and solvents were evaporated. The crude product was purified by flash chromatography, eluting with 0-8% ethyl acetate in hexanes to yield 4',5'-difluoro-2'-methoxy-biphenyl-4-ol (6.58 g, 89.3%). LR-MS (ES) calculated for C13H10F2O2, 236.22; found m/z 235 [M-H]-.

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  • [ 1306740-22-6 ]
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  • [ 1306740-51-1 ]
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  • C31H34F2N2O5 [ No CAS ]
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  • [ 1306754-36-8 ]
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  • [ 1306754-37-9 ]
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  • [ 1306754-49-3 ]
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  • [ 870777-32-5 ]
  • tert-butyl-[2-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-thiazole-4-carbonyl]-amino}-acetic acid ethyl ester [ No CAS ]
  • 49
  • [ 870777-32-5 ]
  • tert-butyl-[2-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-thiazole-4-carbonyl]-amino}-acetic acid [ No CAS ]
  • 50
  • [ 870777-32-5 ]
  • [ 1306754-34-6 ]
  • [ 1306754-35-7 ]
YieldReaction ConditionsOperation in experiment
67% With potassium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In water; N,N-dimethyl-formamide; at 45℃; To a mixture of 4-fluoro-3-(4-iodophenoxy)methylbenzoic acid methyl ester (1.1 g, 2.85 mmol) and <strong>[870777-32-5]4,5-difluoro-2-methoxyphenylboronic acid</strong> (0.642 g, 3.4 mmol) in DMF (15 mL) and water (2.5 mL) was added Pd(dppf)Cl2 (220 mg, 0.27 mmol) and potassium carbonate (1.24 g, 9.0 mmol). The mixture was stirred at 45 C. overnight and solvents were evaporated. The residue was extracted with ethyl acetate and water. The organic layer was dried and concentrated. The residue was purified through flash column chromatography (120 g silica gel, 5% to 40% ethyl acetate in hexanes over 25 minutes) to give a white solid as 3-(4',5'-difluoro-2'-methoxybiphenyl-4-yloxymethyl)-4-fluorobenzoic acid methyl ester (0.76 g, 67%).
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  • [ 1306754-38-0 ]
  • [ 1306754-39-1 ]
YieldReaction ConditionsOperation in experiment
84% 3-(2,4',5'-Trifluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoic acid A mixture of <strong>[870777-32-5]4,5-difluoro-2-methoxyphenylboronic acid</strong> (4 g, 21.2 mmol), 3-(4-bromo-3-fluoro-phenoxymethyl)-benzoic acid methyl ester (6 g, 17.7 mmol), CsF (7.3 g, 53 mmol), Pd2(dba)3 (469 mg, 0.51 mmol), Q-Phos (724 mg, 1.02 mmol), and THF (15 mL) was degassed, flashed with nitrogen, and heated at 150 C. in microwave reactor for 20 min. The mixture was then diluted with EtOAc and water, stirred with charcoal, and filtered through celite. The organic layer was separated, washed with water and brine, dried over sodium sulfate, filtered, and evaporated to afford the ester intermediate. The ester was then treated with excess lithium hydroxide in dioxane and water at room temperature overnight to afford 3-(2,4',5'-trifluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoic acid (5 g, 84%) upon acidification with dilute HCl. LC-MS (ES) calculated for C21H15F3O4, 338; found m/z 339 [M+H]+.
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  • [ 1152570-03-0 ]
  • [ 1310036-71-5 ]
YieldReaction ConditionsOperation in experiment
96% With potassium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In water; N,N-dimethyl-formamide; at 60℃; for 2.0h; 3-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzonitrile; A mixture of 4-5-Difluoro-2-methoxyphenylboronic acid (5.0 g, 26.6 mmol), and 3-(4-iodo-phenoxymethyl)-benzonitrile (7.40 g, 22.2 mmol), potassium carbonate (9.20 g, 67.0 mmol), and [1,1'-bis(diphenylphosphino)ferrocene]-dichloropalladium(II) (550 mg, 0.7 mmol) in DMF (100 mL) and water (20 mL) was heated to 60 C. and stirred overnight. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The solution was dried with anhydrous sodium sulfate and the solvent was removed. The residue was purified on a flash chromatography column with ethyl acetate in hexanes to afford 3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzonitrile (7.50 g, 96% yield) as a amorphous solid. LRMS calcd for C21H15F2NO2 (m/e) 351.11, obsd 350.2 (M-H, ES-).
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  • [ 444731-71-9 ]
  • [ 1403987-62-1 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; at 100℃; for 2.5h;Inert atmosphere; A batch with crude 4-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-l,3,5-triazin-2-amine (125 mg), <strong>[870777-32-5](4,5-difluoro-2-methoxyphenyl)boronic acid</strong> (78 mg; 0.41 mmol; Aldrich Chemical Company Inc. Chemical Company Inc.) and tetrakis(triphenylphosphin)palladium(0) (73 mg; 0.06 mmol) in 1,2- dimethoxy ethane (2.0 ml) and 2 M solution of potassium carbonate (0.42 ml) was degassed using argon. The batch was stirred under argon for 2.5 hours at 100C. After cooling the batch was diluted with ethyl acetate and washed with brine. The organic phase was filtered using a Whatman filter and concentrated.The residue was purified by preparative HPLC to give the desired product (48 mg; 0.12 mmol). NMR (400MHz, d6-DMSO, 300K) delta = 10.40 (s, 1H), 8.78 (s, 1H), 7.80 (br, 3H), 7.34 (m, 2H), 7.09 (m, 1H), 4.42 (s, 2H), 3.83 (s, 3H), 2.88 (s, 3H).
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  • [ 1310038-47-1 ]
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  • C28H29F2NO5 [ No CAS ]
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  • C30H31F2NO5 [ No CAS ]
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  • [ 1310037-55-8 ]
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  • [ 870777-32-5 ]
  • C27H27F2NO6 [ No CAS ]
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  • C29H31F2NO6 [ No CAS ]
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  • C27H29F2NO6S [ No CAS ]
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  • [ 202865-58-5 ]
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  • [ 1236073-91-8 ]
  • [ 870777-32-5 ]
  • [ 1448857-87-1 ]
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  • C21H21BrIN3O3 [ No CAS ]
  • [ 139301-27-2 ]
  • C33H26F5N3O5 [ No CAS ]
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  • [ 3934-20-1 ]
  • [ 870777-32-5 ]
  • 2-chloro-4-(4,5-difluoro-2-methoxyphenyl)pyrimidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,2-dimethoxyethane; water; at 120℃; for 4.0h;Inert atmosphere; General procedure: 1.50 g (10.00 mmol) 2,4-dichloropyrimidine was dissolved in 60 ml degassed 1,2-dimethoxyethane under inert atmosphere and stirred for 10 min. 0.23 g (0.20 mmol) tetrakis(triphenylphosphine)palladium(0) was added to the solution and argon was bubbled through the solution for 30 minutes. 1.67 g (11.00 mmol) 2-methoxyphenylboronic acid and the solution of 3.18 g (30.00 mmol) sodium carbonate in 15 ml water were added to the solution, and the mixture was stirred under argon at reflux temperature for 4 hours. The reaction mixture was cooled down to room temperature, and diluted with 150 ml water. The product was extracted three times with 150 ml ethyl acetate. The organic layers were separated, combined, washed with saturated sodium chloride solution and dried over magnesium sulphate. The solvent was removed under reduced pressure. The residual was crystallized from acetonitrile.
  • 75
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  • 4-[4-(4,5-difluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide [ No CAS ]
  • 76
  • [ 870777-32-5 ]
  • 4-[4-(4,5-difluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide [ No CAS ]
  • 77
  • [ 870777-32-5 ]
  • 5-[4-(4,5-difluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}-4-fluoro-2-methoxybenzamide [ No CAS ]
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