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[ CAS No. 101079-62-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 101079-62-3
Chemical Structure| 101079-62-3
Chemical Structure| 101079-62-3
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Quality Control of [ 101079-62-3 ]

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Product Citations

Product Details of [ 101079-62-3 ]

CAS No. :101079-62-3 MDL No. :MFCD00955650
Formula : C5H5ClN2O Boiling Point : -
Linear Structure Formula :- InChI Key :IRYLYRQCDCQZHE-UHFFFAOYSA-N
M.W : 144.56 Pubchem ID :4366471
Synonyms :

Calculated chemistry of [ 101079-62-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.2
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 34.77
TPSA : 34.89 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) : -6.96 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.51
Log Po/w (XLOGP3) : 0.31
Log Po/w (WLOGP) : 0.43
Log Po/w (MLOGP) : -0.03
Log Po/w (SILICOS-IT) : 1.12
Consensus Log Po/w : 0.67

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.42
Solubility : 5.43 mg/ml ; 0.0376 mol/l
Class : Very soluble
Log S (Ali) : -0.61
Solubility : 35.8 mg/ml ; 0.248 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.71
Solubility : 2.79 mg/ml ; 0.0193 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.53

Safety of [ 101079-62-3 ]

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

Application In Synthesis of [ 101079-62-3 ]

* 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.

  • Downstream synthetic route of [ 101079-62-3 ]

[ 101079-62-3 ] Synthesis Path-Downstream   1~9

  • 2
  • [ 4765-77-9 ]
  • [ 74-88-4 ]
  • [ 101079-62-3 ]
YieldReaction ConditionsOperation in experiment
5.1 g With potassium carbonate; In acetone; at 20℃; Step 1: 6-Chloro-3-methylpyrimidin-4(3H)-one A mixture of <strong>[4765-77-9]6-chloropyrimidin-4(3H)-one</strong> (5 g), methyliodide (2.6 mL) and K2CO3 (10.6 g) in acetone (100 mL) is stirred at room temperature over night. The mixture is partitioned between water and ethyl acetate. The organic phase is washed with brine, dried (MgSO4) and concentrated. The residue is triturated with diisopropylether to give the title compound. Yield: 5.1 g; LC (method 11): tR=0.25 min; Mass spectrum (ESI+): m/z=145 [M+H]+.
5.1 g With potassium carbonate; In acetone; at 20℃; A mixture of <strong>[4765-77-9]6-chloropyrimidin-4(3H)-one</strong> (5 g), methyliodide (2.6 mL) and K2CO3 (10.6 g) in acetone (100 mL) is stirred at room temperature over night. The mixture is partitioned between water and ethyl acetate. The organic phase is washed with brine, dried (MgSO4) and concentrated. The residue is triturated with diisopropylether to give the title compound. Yield: 5.1 g; LC (method 1 1 ): tR = 0.25 min; Mass spectrum (ESI+): m/z = 145 [M+H]+.
  • 3
  • [ 101079-62-3 ]
  • [ 1458655-44-1 ]
  • 4
  • [ 1004761-68-5 ]
  • [ 101079-62-3 ]
  • [ 1458655-42-9 ]
YieldReaction ConditionsOperation in experiment
2.6 g With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In water; N,N-dimethyl-formamide; at 65℃; for 12h;Inert atmosphere; Sealed tube; Step 2: 6-(4-Amino-3,5-dimethylphenyl)-3-methylpyrimidin-4(3H)-one In a microwave vial 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (5.6 g) and <strong>[101079-62-3]6-chloro-3-methylpyrimidin-4(3H)-one</strong> (3 g) are suspended in N,N-dimethylformamide (30 mL) and Na2CO3 (26 mL of a 2M aqueous solution). The mixture is purged for 5 minutes with argon. [1,1'-Bis(diphenylphosphino)-ferrocene]-dichloropalladium dichloromethane complex (508 mg) is added, the vial is sealed and the mixture is stirred at 65 C. for 12 hours. After cooling to room temperature the mixture is Partitioned between water and ethyl acetate. The aqueous phase is extracted twice with ethyl acetate and the combined organic phases are washed with brine and dried (MgSO4). The solvents are evaporated to give the title compound. Yield: 2.6 g; LC (method 11): tR=0.71 min; Mass spectrum (ESI+): m/z=230 [M+H]+.
2.6 g With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In water; N,N-dimethyl-formamide; at 65℃; for 12h;Inert atmosphere; Sealed tube; Microwave irradiation; In a microwave vial 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)aniline (5.6 g) and <strong>[101079-62-3]6-chloro-3-methylpyrimidin-4(3H)-one</strong> (3 g) are suspended in N,N-dimethylformamide (30 mL) and Na2CO3 (26 mL of a 2M aqueous solution). The mixture is purged for 5 minutes with argon. [1 ,1 '-Bis(diphenylphosphino)-ferrocene]- dichloropalladium dichloromethane complex (508 mg) is added, the vial is sealed and the mixture is stirred at 65C for 12 hours. After cooling to room temperature the mixture is Partitioned between water and ethyl acetate. The aqueous phase is extracted twice with ethyl acetate and the combined organic phases are washed with brine and dried (MgSO4). The solvents are evaporated to give the title compound. Yield: 2.6 g; LC (method 1 1 ): tR = 0.71 min; Mass spectrum (ESI+): m/z = 230 [M+H]+.
  • 5
  • [ 22446-37-3 ]
  • [ 101079-62-3 ]
  • methyl 2-(2-(1-methyl-6-oxo-1,6-dihydropyrimidin-4-yloxy)phenyl)acetate [ No CAS ]
  • 6
  • [ 101079-62-3 ]
  • (E)-methyl 3-hydroxy-2-(2-(1-methyl-6-oxo-1,6-dihydropyrimidin-4-yloxy)phenyl)acrylate [ No CAS ]
  • 7
  • [ 101079-62-3 ]
  • (E)-methyl 3-methoxy-2-(2-(1-methyl-6-oxo-1,6-dihydropyrimidin-4-yloxy)phenyl)acrylate [ No CAS ]
  • 8
  • [ 1116-98-9 ]
  • [ 101079-62-3 ]
  • tert-butyl 2-cyano-2-(1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% 1. To a suspension of NaH (387 mg, 9.68 mmol, 60% oil dispersion) in dry DMSO (20 mL) at rt was added t-butyl cyanoacetate (1.37 g, 9.68 mmol), after stirring for 2 h, 6-chloro-3- methylpyrimidin-4(3H)-one (700 mg, 4.84 mmol) was added to the resulting mixture, the mixture was stirred at 120 C for 3 h. After cooling, the mixture was poured into saturated ammonium chloride solution, the resulting precipitates were collected by filtration, washed with water to give the title compounds as brown solid (650 mg, 54%); 2. To a solution of tert-butyl 2-cyano-2-(l-methyl-6-oxo-l,6- dihydropyrimidin-4-yl)acetate (650 mg, 2.61 mmol) in toluene (20 mL) was added TsOH (225 mg, 1.30 mmol). The resulting solution was stirred under reflux 6 h. After cooling, the solvent was removed. The residue was purified via silica chromatography and a gradient of 0 -10 % MeOH in DCM to afford the title compound as a yellow solid (200 mg, 51 %).
  • 9
  • [ 101079-62-3 ]
  • 2-(1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)acetonitrile [ No CAS ]
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Additions of Organometallic Reagents • Acetal Formation • Acid-Catalyzed α -Halogenation of Ketones • Acyl Group Substitution • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldehydes May Made by Terminal Alkynes Though Hydroboration-oxidation • Aldol Addition • Aldol Condensation • Alkenes React with Ozone to Produce Carbonyl Compounds • Alkyl Halide Occurrence • Alkylation of Aldehydes or Ketones • Alkylation of an Alkynyl Anion • Alkylation of Enolate Ions • Amide Hydrolysis • Amide Hydrolysis • Amides Can Be Converted into Aldehydes • Amines Convert Acyl Chlorides into Amides • An Alkane are Prepared from an Haloalkane • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Chan-Lam Coupling Reaction • Chloroalkane Synthesis with SOCI2 • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Clemmensen Reduction • Complex Metal Hydride Reductions • Conjugated Enone Takes Part in 1,4-Additions • Convert Haloalkanes into Alcohols by SN2 • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Decarboxylation of 3-Ketoacids Yields Ketones • Decarboxylation of Substituted Propanedioic • Deoxygenation of the Carbonyl Group • Deprotonation of a Carbonyl Compound at the α -Carbon • Diorganocuprates Convert Acyl Chlorides into Ketones • Dithioacetal Formation • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Enolate Ions Are Protonated to Form ketones • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • 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 Haloalkanes • Furan Hydrolyzes to Dicarbonyl Compounds • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • General Reactivity • Grignard Reaction • Halogenation of Alkenes • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Henry Nitroaldol Reaction • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Hiyama Cross-Coupling Reaction • Hofmann Rearrangement • Horner-Wadsworth-Emmons Reaction • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Isomerization of β, γ -Unsaturated Carbonyl Compounds • Ketone Synthesis from Nitriles • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • Lithium Organocuprate may Add to the α ,β -Unsaturated Carbonyl Function in 1,4-Fashion • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mercury Ions Catalyze Alkynes to Ketones • Methylation of Ammonia • Michael Addition • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reductive Amination • Reductive Amination • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Strecker Synthesis • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Reaction of Alkynyl Anions with Carbonyl Derivatives • The Wittig Reaction • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Ugi Reaction • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Wittig Reaction • Wolff-Kishner Reduction
Historical Records

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