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[ CAS No. 181258-46-8 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 181258-46-8
Chemical Structure| 181258-46-8
Chemical Structure| 181258-46-8
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Product Details of [ 181258-46-8 ]

CAS No. :181258-46-8 MDL No. :MFCD03425263
Formula : C10H18BrNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :OSMADJAEHVCZKN-UHFFFAOYSA-N
M.W : 264.16 Pubchem ID :14821711
Synonyms :

Calculated chemistry of [ 181258-46-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.9
Num. rotatable bonds : 4
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 64.46
TPSA : 29.54 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) : -6.19 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.07
Log Po/w (XLOGP3) : 2.43
Log Po/w (WLOGP) : 2.4
Log Po/w (MLOGP) : 2.15
Log Po/w (SILICOS-IT) : 1.8
Consensus Log Po/w : 2.37

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.74
Solubility : 0.476 mg/ml ; 0.0018 mol/l
Class : Soluble
Log S (Ali) : -2.69
Solubility : 0.535 mg/ml ; 0.00203 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.25
Solubility : 1.47 mg/ml ; 0.00557 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 3.14

Safety of [ 181258-46-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:1760
Hazard Statements:H302-H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 181258-46-8 ]

* 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 [ 181258-46-8 ]

[ 181258-46-8 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 181258-46-8 ]
  • [ 174019-68-2 ]
  • tert-butyl 2-[2-amino-3-(aminocarbonyl)-9H-pyrido[2,3-b]indol-9-yl]methyl}pyrrolidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
20% To a solution of 2-amino-9H-pyrido[2,3-b]indole-3-carboxamide (5, 50 mg, 0.2 mmol) in N,N-dimethylformamide (0.5 mL) was added powdered sodium hydroxide (12 mg, 0.31 mmol) and tetrabutylammonium hydrogen sulfate (3 mg, 0.009 mmol). The mixture was stirred at room temperature for 30 min then <strong>[181258-46-8]tert-butyl 2-(bromomethyl)pyrrolidine-1-carboxylate</strong> (67 mg, 0.25 mmol) was added. The resulting mixture was stirred at room temperature for 4 days. Water (5 ml) was added to the mixture, followed by HCl (3% aqueous, 1 mL). The mixture was extracted with ethyl acetate (3*30 ml). The extracts were combined, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (12 g silica, methylene chloride to 90/10 methylene chloride/methanol gradient) to yield tert-butyl 2-[2-amino-3-(aminocarbonyl)-9H-pyrido[2,3-b]indol-9-yl]methyl}pyrrolidine-1-carboxylate (xvi-e, 20 mg, 20%). NH4OAc QC conditions. M+1=410.
  • 2
  • [ 181258-46-8 ]
  • [ 3171-45-7 ]
  • [ 1262316-97-1 ]
YieldReaction ConditionsOperation in experiment
at 90℃; for 1.5h;Neat (no solvent); Example 35; 10-(alpha-Benzylpyrrolidin-2-vnmethvn-7.8-dimethylbenzofglpteridine-2.4(3H.10H)- dione; Scheme 7; Step 1 Preparation of tert-butyl 2-(((2-amino-4,5- dimethylphenvDamino^methvDpyrrolidine-1-earboxylate; [0145] tert-Butyl 2-(((2-amino-4,5-dimethylphenyl)amino)methyl)pyrrolidine- 1 - carboxylate is synthesized by preparing a neat mixture of tert-butyl 2- (bromomethyl)pyrrolidine-1-carboxylate (475 mg, 1.8 mmol) and 4,5-dimethylbenzene- 1,2-diamine (272 mg, 2.0 mmol), and heating the resulting paste to 90 C for 1.5 h. The resulting liquid is cooled to room temperature and taken onto the next step without further purification. LC-MS m/z 319.9 [M+H], retention time 3.57 min.
  • 3
  • [ 181258-46-8 ]
  • [ 1262316-98-2 ]
  • 4
  • [ 181258-46-8 ]
  • [ 1262317-00-9 ]
  • 5
  • [ 181258-46-8 ]
  • [ 1262314-88-4 ]
  • 6
  • [ 181258-46-8 ]
  • [ 1394162-31-2 ]
  • [ 1394162-56-1 ]
YieldReaction ConditionsOperation in experiment
With tetrabutylammomium bromide; potassium carbonate; In N,N-dimethyl-formamide; at 80 - 90℃; for 8h; rac-A -(1 -(Pyrrolidin-2-ylmethyl)-1 H-pyrazol-4-yl)-5-(m-tolyl)oxazole-4-carboxamide Step 1 : To /V-(1 H-pyrazol-4-yl)-5-(m-tolyl)oxazole-4-carboxamide (150 mg, 0.56 mmol) in DMF (1 .5 mL), ferf-butyl 2-(bromomethyl)pyrrolidine-1 -carboxylate (148 mg, 0.56 mmol) was added and K2C03 (309 mg, 2.24 mmol) followed by tetrabutylammoniumbromide (18 mg, 0.056 mmol). The reaction mixture was heated to 80 C for 2 h, then ferf-butyl 2- (bromomethyl)pyrrolidine-l-carboxylate (1 eq.) followed by heating to 90 C for 6 h. The reaction mixture was diluted with EtOAc, washed with sat. aq. NaHC03-solution (1x) and brine (1x). The aq. layers were reextracted with EtOAc (1 x). The combined organic layers were dried (MgS04), filtered and the solvent was removed under reduced pressure. Purification by FC (EtOAc/ hex 9:1 , Rf= 0.45) yielded rac-ferf-butyl 2-((4-(5-(m-tolyl)oxazole- 4-carboxamido)-1 /-/-pyrazol-1 -yl)methyl)pyrrolidine-1 -carboxylate as a yellow foam. LC-MS conditions A: tR = 0.94 min, [M+H]+= 452.23.
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Technical Information

• 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 • Amide Hydrolysis • Amide Hydrolysis • Amides Can Be Converted into Aldehydes • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • An Alkane are Prepared from an Haloalkane • Bouveault-Blanc Reduction • Catalytic Hydrogenation • Chan-Lam Coupling Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Complex Metal Hydride Reductions • 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 • 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 Haloalkanes • General Reactivity • Grignard Reaction • Grignard Reagents Transform Esters into Alcohols • Halogenation of Alkenes • Hantzsch Pyridine Synthesis • Hiyama Cross-Coupling Reaction • Hofmann Rearrangement • Hydride Reductions • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Methylation of Ammonia • Methylation of Ammonia • Preparation of Amines • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • 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 • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • Transesterification • Williamson Ether Syntheses
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