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[ CAS No. 1532-71-4 ] {[proInfo.proName]}

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Chemical Structure| 1532-71-4
Chemical Structure| 1532-71-4
Structure of 1532-71-4 * Storage: {[proInfo.prStorage]}

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Product Details of [ 1532-71-4 ]

CAS No. :1532-71-4 MDL No. :MFCD00234478
Formula : C9H6BrN Boiling Point : -
Linear Structure Formula :- InChI Key :YWWZASFPWWPUBN-UHFFFAOYSA-N
M.W : 208.05 Pubchem ID :640963
Synonyms :

Calculated chemistry of [ 1532-71-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 49.44
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) : -5.25 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.08
Log Po/w (XLOGP3) : 3.27
Log Po/w (WLOGP) : 3.0
Log Po/w (MLOGP) : 2.56
Log Po/w (SILICOS-IT) : 3.17
Consensus Log Po/w : 2.82

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.86
Solubility : 0.0285 mg/ml ; 0.000137 mol/l
Class : Soluble
Log S (Ali) : -3.22
Solubility : 0.127 mg/ml ; 0.000609 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.56
Solubility : 0.00574 mg/ml ; 0.0000276 mol/l
Class : Moderately soluble

Medicinal Chemistry

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

Safety of [ 1532-71-4 ]

Signal Word:Danger Class:8,6.1
Precautionary Statements:P280-P273-P301+P310-P305+P351+P338 UN#:2923
Hazard Statements:H301-H318-H401 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1532-71-4 ]

* 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 [ 1532-71-4 ]

[ 1532-71-4 ] Synthesis Path-Downstream   1~17

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YieldReaction ConditionsOperation in experiment
Example B-1A-2 <Synthesis of the mononuclear ruthenium complex (B-M-2a) [[(BiBzlm)Ru(1,1'-biq)2]] (the complex of the formula (2-3) in which R02s present on a pyridine ring are bonded to each other to form a benzene ring) according to the synthesis method (2-A)> Under nitrogen atmosphere, nickel chloride hexahydrate (4.61 g, 19.4 mmol), triphenylphosphine (20.2 g, 76.9 mmol) and N,N-dimethylformamide (90 mL) were placed into a 300 mL three-necked flask, and then zinc powder (1.26 g, 19.2 mmol) was added. The mixture was stirred for 75 minutes at 65 °C. And then, <strong>[1532-71-4]1-<strong>[1532-71-4]bromoisoquinoline</strong></strong> (4.00 g, 19.2 mmol) was added, and the mixture was stirred for 5 hours at 140 °C. After the completion of the reaction, the zinc powder was filtrated off, and the filtrate was concentrated under reduced pressure. And then, dichloromethane (50 mL) and 7percent aqueous ammonia (120 mL) were added to the resultant concentrate, and the mixture was stirred for 30 minutes at room temperature. And then, nickel was removed from the mixture with dichloromethane/7 percent aqueous ammonia, and the desired product was transferred into an aqueous phase with diethyl ether/9 mol/l hydrochloric acid to remove triphenylphosphine. And then, the solution was neutralized with 5 mol/l aqueous sodium hydroxide solution, and the desired product was extracted with dichloromethane. After concentration under reduced pressure, the product was recrystallized with methanol, and 1,1'' biisoquinoline (1,1'-biq) (1.52 g) was obtained.
  • 4
  • [ 491-30-5 ]
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YieldReaction ConditionsOperation in experiment
With phosphorus tribromide; Example 13 1-Bromoisoquinoline A mixture of 9.0 g of 1-hydroxyisoquinoline and 40 ml of phosphorus tribromide is inserted for 15 minutes into a preheated oil bath at 135oC. The resulting 2 layers are cooled and concentrated in vacuo. The residue is treated with ice, water, and sodium carbonate. The reaction mixture is extracted with chloroform, dried over sodium sulfate and concentrated. The product is purified by column chromatography, yielding 6.8 g of pale yellow crystals, mp 41-43oC.
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  • [ 630-19-3 ]
  • 2,2-dimethyl-1-(1-isoquinolinyl)-1-propanol [ No CAS ]
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  • [ 19493-44-8 ]
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  • [ 108-86-1 ]
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  • [ 375853-82-0 ]
  • [ 871836-40-7 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,2-dimethoxyethane; at 80℃; for 18h; A solution of <strong>[1532-71-4]1-<strong>[1532-71-4]bromoisoquinoline</strong></strong> (0.35 g, 1.68 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate (US 2004/0186103) (0.5 g, 1.68 mmol), dichloro(1,1-bis(diphenylphosphino)ferrocene)palladium(II) (0.065 g, 0.05 mol equiv.) and potassium carbonate (0.66 g, 5.0 mmol) in 1,2-dimethoxyethane (10 mL) was heated at 80 °C for 18 hours. The reaction mixture was allowed to cool and then evaporated under reduced pressure. The residue was purified' by column chromatography on silica gel eluting with ethyl acetate: pentane 50 : 50 to afford the title compound as a pale yellow oil, 0.14 g. LRMS (APCI+): m/z [M+H]+ 311
  • 17
  • [ 1532-71-4 ]
  • [ 80278-67-7 ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium; ammonium chloride; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; EXAMPLE 2 5-Isoquinolinecarboxaldehyde To a solution of n-butyllithium (19.3 mL of 2.5M in hexanes, 48 mmol) in a mixture of ether (80 mL) and THF (80 mL) at -78° C. was added dropwise a solution of <strong>[1532-71-4]bromoisoquinoline</strong> (5.0 g, 24 mmol) in THF (10 mL). The reaction mixture was stirred at -78° C. under argon for 30 minutes. Following the general procedures described by Pearson, et al., in J. Heterocycl. Chem., Vol. 6 (2), pp. 243-245 (199), a solution of DMF (3.30 g, 45 mmol) in THF (10 mL) was cooled to -78° C. and quickly added to the isoquinolyllithium solution. The mixture was stirred at -78° C. for 15 minute. Ethanol (20 mL) was added followed by saturated NH4Cl solution. The resulting suspension was warmed to room temperature. The organic layer, combined with the ether extraction layer, was dried over Na2SO4. A pale yellow solid (2.4 g, 15 mmol, 64percent yield) was obtained from chromatography (SiO2 Type-H, 50percent EtOAc in hexanes) and recrystallization (ethanol): mp 114-116° C.;
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