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[ CAS No. 98545-64-3 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 98545-64-3
Chemical Structure| 98545-64-3
Chemical Structure| 98545-64-3
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Quality Control of [ 98545-64-3 ]

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Product Citations

Product Details of [ 98545-64-3 ]

CAS No. :98545-64-3 MDL No. :MFCD00859376
Formula : C8H8BrNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :KZOQVTUWEHNNMH-UHFFFAOYSA-N
M.W : 230.06 Pubchem ID :5244418
Synonyms :

Calculated chemistry of [ 98545-64-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 49.83
TPSA : 52.32 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) : -6.41 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.83
Log Po/w (XLOGP3) : 1.82
Log Po/w (WLOGP) : 1.83
Log Po/w (MLOGP) : 2.06
Log Po/w (SILICOS-IT) : 1.65
Consensus Log Po/w : 1.84

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.65
Solubility : 0.514 mg/ml ; 0.00223 mol/l
Class : Soluble
Log S (Ali) : -2.54
Solubility : 0.666 mg/ml ; 0.00289 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.97
Solubility : 0.244 mg/ml ; 0.00106 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.55

Safety of [ 98545-64-3 ]

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

Application In Synthesis of [ 98545-64-3 ]

* 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.

  • Upstream synthesis route of [ 98545-64-3 ]
  • Downstream synthetic route of [ 98545-64-3 ]

[ 98545-64-3 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 100959-22-6 ]
  • [ 98545-64-3 ]
YieldReaction ConditionsOperation in experiment
94.2% With tin(II) chloride dihdyrate In ethyl acetate for 4 h; Reflux To a solution of compound 20 (4.5g, 17.0mmol) in EtOAc (100mL) was added SnCl2·2H2O (38.3g, 0.17mol). The mixture was heated to reflux and stirred for 4h. The mixture was poured into saturated NaHCO3 (500mL) and EtOAc (370mL). The organic layer was washed with brine (300mL), and dried over anhydrous MgSO4. The residue after rotary evaporation was purified by column chromatography over silica gel to give compound 21 as a solid (3.68g, 94.2percent yield). 1H NMR (400MHz, CDCl3): δ 7.75 (d, J=8.5 Hz, 1H), 6.92 (d, J=2.2Hz, 1H), 6.57 (dd, J=8.5, 2.2Hz, 1H), 4.04 (brs, 2H) and 3.86 (s, 3H) ppm; mp: 96–98°C.
Reference: [1] Organic Letters, 2013, vol. 15, # 13, p. 3234 - 3237
[2] Chinese Chemical Letters, 2011, vol. 22, # 12, p. 1411 - 1414
[3] European Journal of Medicinal Chemistry, 2014, vol. 81, p. 59 - 75
[4] Acad. romine Stud. Cerc. Chim., 1956, vol. 4, p. 175,178
[5] Patent: WO2012/93101, 2012, A1, . Location in patent: Page/Page column 236-237
  • 2
  • [ 100959-22-6 ]
  • [ 7439-89-6 ]
  • [ 98545-64-3 ]
YieldReaction ConditionsOperation in experiment
95% With ammonium chloride In aqueous 2-propanol Example 54C
methyl-2-bromo-4-aminobenzoate
A solution of methyl 2-bromo-4-nitrobenzoate (970 mg, 3.73 mmol), iron powder 1.25 g (22.4 mmol) and ammonium chloride (239 mg, 4.48 mmol) in aqueous 2-propanol (20percent, 15 mL) was heated to reflux for 30 minutes, cooled, filtered, and concentrated under reduced pressure.
The residue was partitioned between diethyl ether (20 mL) and water (5 mL).
The organic layer was washed with brine (1*5 mL), dried (MgSO4), filtered, and concentrated to provide the titled compound (813 mg, 95percent).
Reference: [1] Patent: US2002/35137, 2002, A1,
  • 3
  • [ 100959-22-6 ]
  • [ 32338-02-6 ]
  • [ 98545-64-3 ]
Reference: [1] Patent: US2014/256817, 2014, A1, . Location in patent: Page/Page column
  • 4
  • [ 16426-64-5 ]
  • [ 98545-64-3 ]
Reference: [1] Chinese Chemical Letters, 2011, vol. 22, # 12, p. 1411 - 1414
[2] Organic Letters, 2013, vol. 15, # 13, p. 3234 - 3237
[3] European Journal of Medicinal Chemistry, 2014, vol. 81, p. 59 - 75
[4] Patent: US2014/256817, 2014, A1,
  • 5
  • [ 7745-93-9 ]
  • [ 98545-64-3 ]
Reference: [1] Chinese Chemical Letters, 2011, vol. 22, # 12, p. 1411 - 1414
[2] European Journal of Medicinal Chemistry, 2014, vol. 81, p. 59 - 75
  • 6
  • [ 856794-72-4 ]
  • [ 98545-64-3 ]
Reference: [1] Chinese Chemical Letters, 2011, vol. 22, # 12, p. 1411 - 1414
[2] European Journal of Medicinal Chemistry, 2014, vol. 81, p. 59 - 75
  • 7
  • [ 98545-64-3 ]
  • [ 17100-65-1 ]
Reference: [1] Organic Letters, 2013, vol. 15, # 13, p. 3234 - 3237
[2] Patent: US2014/256817, 2014, A1,
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • Acid-Catalyzed α -Halogenation of Ketones • Acyl Group Substitution • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohols Convert Acyl Chlorides into Esters • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • Alcoholysis of Anhydrides • Alkyl Halide Occurrence • Alkylation of an Alkynyl Anion • Amides Can Be Converted into Aldehydes • Amine Synthesis from Nitriles • Amine Synthesis from Nitriles • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • An Alkane are Prepared from an Haloalkane • Azide Reduction by LiAlH4 • Azide Reduction by LiAlH4 • Basicity of Amines • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Bouveault-Blanc Reduction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Catalytic Hydrogenation • Chan-Lam Coupling Reaction • Chichibabin Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Complex Metal Hydride Reductions • Conversion of Amino with Nitro • Convert Esters into Aldehydes Using a Milder Reducing Agent • Convert Haloalkanes into Alcohols by SN2 • Decarboxylation of 3-Ketoacids Yields Ketones • Deprotection of Cbz-Amino Acids • Deprotonation of Methylbenzene • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Enamine Formation • Ester Cleavage • Ester Hydrolysis • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation of Benzene with Haloalkanes • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Grignard Reagents Transform Esters into Alcohols • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Alkenes • Halogenation of Benzene • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hiyama Cross-Coupling Reaction • Hofmann Elimination • Hofmann Rearrangement • Hydride Reductions • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • Mannich Reaction • Methylation of Ammonia • Methylation of Ammonia • Nitration of Benzene • Nitrosation of Amines • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Peptide Bond Formation with DCC • Petasis Reaction • Preparation of Alkylbenzene • Preparation of Amines • Preparation of LDA • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Dihalides • Reactions with Organometallic Reagents • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reduction of an Ester to an Alcohol • Reduction of an Ester to an Aldehyde • Reductive Amination • Reductive Amination • Reductive Removal of a Diazonium Group • Reverse Sulfonation——Hydrolysis • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Strecker Synthesis • Substitution and Elimination Reactions of Alkyl Halides • Sulfonation of Benzene • Suzuki Coupling • Synthesis of 2-Amino Nitriles • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • The Nitro Group Conver to the Amino Function • Transesterification • Ugi Reaction • Vilsmeier-Haack Reaction • Williamson Ether Syntheses
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