630-580-1088 sales@ambeed.com
Structure Search

List Search MOL Search Structure Search

0
Chemistry
Asymmetric Synthesis >>Chiral Building BlocksChiral Catalysts, Chiral Ligands and Chiral ReagentsChiral Resolution ReagentsBoronic acids/esters >>Aliphatic BoronsAromatic BoronsOther BoronsOxaborolesCatalysis Chemistry >>Achiral Crown LigandsC-H ActivationCarbon-Donor LigandsChiral Carbon LigandsChiral Crown LigandsChiral Olefin LigandsCross-CouplingCross-Coupling Using Transition Metal CatalystsDACH or Trost LigandsChemical Biology >>Conjugation Chemistry
GlycoscienceLinkers and CrosslinkersNucleic Acid ChemistryPEGylationPeptide ChemistryPhotolabile Protecting GroupHeterocyclic Building Blocks >>AcridinesAliphatic HeterocyclesAromatic HeterocyclesAzetidinesBenzimidazolesBenzisoxazolesBenzodioxansBenzofuransBenzothiazolesInorganic reagents >>Inorganic ReagentOrganic Building Blocks >>Acid AnhydridesAcyl Chlorides
AlcoholsAldehydesAliphatic Chain HydrocarbonsAliphatic Cyclic HydrocarbonsAlkenesAlkylsAlkynesOrganometallic Reagents >>Grignard ReagentsOrganoarsenicOrganobismuthOrganoboronOrganogermaniumOrganolithiumOrganomercuryOrganosiliconOrganotinSpecialty Synthesis >>Enzyme-Mediated SynthesisFluorous SynthesisIonic Liquids
Solid Supported SynthesisStains and Dyes >>Acid DyesAzoic DyesBasic DyesDirect DyesDisperse DyesDye IntermediatesMordant DyesOil DyesOther Stains and DyesSynthetic Reagents >>Acids and BasesC-C Bond FormationC-X Bond Formation (Halogen)C-X Bond Formation (Non-Halogen)Chelation and Complexation CompoundsCondensation AgentsCouplingDehydrating ReagentsFluorination Reagent
Pharmaceutical Intermediates
Analgesics >>BenzhydrocodoneBicifadineCapsaicinCelecoxibDebio-0827DexamethasoneElagolix SodiumEsketamine HydrochlorideIbuprofen SodiumAnesthetics >>CiprofolEsketamine HydrochlorideFospropofol Fospropofol DisodiumLevobupivacaine RemimazolamRemimazolam BesilateRemimazolam BesylateRopivacaineAnti-Addiction Agents >>Kakonein
Lofexidine HydrochlorideVarenicline Anti-inflammatory Agents >>ApremilastAsunaprevirATB-346 RelatedBalsalazide BaricitinibBencycloquidium BromideBudesonideCefiderocol Sulfate TosylateCeftaroline Fosamil AcetateAntibacterials >>AFN-1252 RelatedAlatrofloxacin Bedaquiline FumarateBesifloxacin BrilacidinCaspofungin AcetateCefiderocol Sulfate TosylateCefilavancinCeftaroline Fosamil
Anticonvulsants >>BrivaracetamCannabidiolEscitalopram OxalateEslicarbazepine Acetate RelatedFosphenytoinGabapentin EnacarbilJNJ-10234094LacosamideLevetiracetam RelatedAntidementia Agents >>Azeliragon RelatedDavunetideDonepezil HydrochlorideDonepezil RelatedEnsaculinFlorbetaben Flortaucipir F 18Flutemetamol IdalopirdineAntidepressants >>4-Chlorokynurenine
AgomelatineAgomelatine RelatedAllopregnanolone RelatedAmibegronAmitifadineAripiprazole RelatedBasimglurantBefloxatoneAntiemetics >>AprepitantAprepitant RelatedDolasetron RelatedDolasetron Mesylate HydrateFosaprepitant DimeglumineFosaprepitant RelatedOlanzapinePalonosetron RelatedPalonosetron HydrochlorideAntifungals >>Anidulafungin RelatedCabotegravirMore >>
Inhibitors/Agonists
ADC >>ADC AntibodyADC LinkerADC Linker with PayloadADC ToxinAntibody-Drug Conjugates (ADCs)Drug-Linker Conjugates for ADCAngiogenesis >>ALKBcr-AblBTKEGFRFAKFGFRFLT3HER2HIFAnti-infection >>3CLproAntibacterialAntibioticAntifungal
AntiparasiticAntiprotozoalAntiviralArenavirusBVDVApoptosis >>Apoptosis InducerBcl-2Bcl-6BRKc-Mycc-RETC/EBPCARDCaspaseAutophagy >>Atg4ATG4BATTECsAUTACsAutophagyBeclin1
FKBPLC3LRRK2Biochemical Reagent >>Cell Cycle >>AntifolateAPCAurora KinaseBUBCasein KinaseCdc25CDKChkCRISPR/Cas9Cytoskeleton >>ActinArp2/3 ComplexCYTHCytoplasmic DyneinDynaminFAKMore >>
Material Science
Aggregation-Induced Emission >>Other AIE BlocksTetraphenylethylene SeriesCOFs Linkers >>Aldehyde COFs LinkersAlkynyl COFs LinkersAmine COFs LinkersBoric COFs LinkersCyano COFs LinkersMultifunctional COFs linkersOther COFs linkersTriptycene SeriesElectronic Materials >>Battery MaterialsDye-Sensitized Solar Cell (DSSC) MaterialsElectronic MaterialLiquid Crystal (LC) MaterialsMolecular ConductorsOrganic Light-Emitting Diode (OLED) MaterialsOrganic Solar Cell (OPV) MaterialsOrganic Transistor (OFET) MaterialsPerovskite Solar Cell (PSC) MaterialsMagnetic Materials >>Magnetic Ionic LiquidsMagnetic MaterialMagnetic Metal Complexes
Organic Radicals Material Chemical Compounds >>Ligands for Functional Metal ComplexesLiquid Crystal (LC) Building BlocksPhthalocyanine Building BlocksPolymer and Macromolecule Semiconductor Building BlocksSmall Molecule Semiconductor Building BlocksSolubility Enhancing Reagents Supramolecular Host Materials MOF Ligands >>Carboxylic Acid MOF LigandsCarboxylic Acid Nitrogen-Containing Mixed MOF LigandsNitrogen-Containing MOF LigandsOther MOF LigandsNanomaterials >>Carbon NanomaterialsCeramic MembranesDendrimersGold NanoparticlesIron Oxide NanoparticlesMaterials by ApplicationMesoporous MaterialsMetals and Metal AlloysNano Minerals: NanoclaysOLED Materials >>Dopant
HostHTMOLED IntermediatesOther OLED related materialsOptical Materials >>Coumarin DyesCyanine and Squarylium DyesDCM DyesDipyrromethene DyesFluorescence MaterialsFluorescent ProbesHeat and Pressure Sensitive DyesNear-Infrared (NIR) DyesOrganic Non-Linear Optical (NLO) MaterialsOrganic Pigments >>Organic PigmentOther Materials >>Mateial OtherPolymer Science >>MonomersPolymer AdditivesPolymerization ReagentsPolymersResins
Contact Us
Home Cart 0 Sign in  

[ CAS No. 924655-39-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 924655-39-0
Chemical Structure| 924655-39-0
Structure of 924655-39-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 924655-39-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 924655-39-0 ]

SDS Specification
Alternatived Products of [ 924655-39-0 ]

Product Details of [ 924655-39-0 ]

CAS No. :924655-39-0 MDL No. :MFCD11616390
Formula : C17H25ClN2OSi Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 336.93 Pubchem ID :-
Synonyms :

Safety of [ 924655-39-0 ]

Signal Word: Class:
Precautionary Statements: UN#:
Hazard Statements: Packing Group:

Application In Synthesis of [ 924655-39-0 ]

* 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 [ 924655-39-0 ]

[ 924655-39-0 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 958230-19-8 ]
  • [ 924655-39-0 ]
  • [ 75-04-7 ]
  • [ 915403-16-6 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde; 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde; ethylamine In 2-methoxy-ethanol; water at 120℃; Stage #2: With hydrogenchloride; water at 50℃; for 1.5h; Stage #3: With sodium hydrogencarbonate In water 1.3 3. 4-Ethylamino-lH-pyrrolo[2,3-b]pyridine-5-carbaldehyde; [0083] A mixture of 4-chloro-lH-pyrrolo[2,3-Z?]ρyridine-5-carbaldehyde and 4- chloro-l-triisopropylsilanyl-lH-pyrrolo[2,3-]pyridine-5-carbaldehyde (1.016 g, from above step), ethyl amine (70 wt. % solution in water, 8mL, 100 mmol) in methoxy-ethanol (4 mL) is heated at 1200C in a sealed tube. After overnight, the reaction mixture is cooled to room temperature and concentrated. The residue is dissolved in HCl solution (IN, 20 mL) and heated at 5O0C. After stirring for 1.5 hours, the reaction mixture is basifed with saturated sodium bicarbonate solution to a pΗ of 8. The solid is collected by filtration and washed with water, hexanes, and dried to afford the title compound as a solid: 1H NMR 600 MHz (DMSO-J6) δ 11.82 (s, IH), 9.75 (s, IH), 9.30 (t, 1 H, J= 4.8 Hz), 8.19 (s, 1 H), 7.19 (/,1 H, J= 3.6 Hz), 6.72 (m, IH), 3.73-3.69 (m, 2H), 1.30 (t, 3H, J= 7.2 Hz); MS m/z 190.2 (M + I)-
Reference： [1]Current Patent Assignee: IRM LLC - WO2006/124731, 2006, A2 Location in patent: Page/Page column 26
  • 2
  • [ 924655-39-0 ]
  • [ 74-89-5 ]
  • [ 651744-48-8 ]
  • [ 926663-67-4 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde; methylamine; 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine In 2-methoxy-ethanol; water at 110℃; Stage #2: With hydrogenchloride In water at 50℃; for 1.5h; Stage #3: With sodium hydrogencarbonate In water 1 A mixture of 4-chloro-lH-pyrrolo[2,3-6]pyridine-5-carbaldehyde and 4- chloro-l-triisopropylsilanyl-lH-pyrrolo[253-]pyridine-5-carbaldehyde (2.0 g, from above EPO step), methylamine (40 % solution in water, 16 mL, 100 mmol) in methoxy-ethanol (4 mL) is heated at 110 0C in a sealed tube overnight. The reaction mixture is cooled to room temperature and concentrated. The residue is dissolved in HCl solution (IN, 20 mL) and heated at 5O0C. After stirring for 1.5 hours at 5O0C, the reaction mixture is neutralized with saturated sodium bicarbonate solution to a pH of 8. The solid is collected by filtration and washed with water, then hexanes, dried to afford the title compound as a light yellow solid: MS m/z 176.1 (M + 1).
Reference： [1]Current Patent Assignee: SCRIPPS RESEARCH; IRM LLC - WO2007/22268, 2007, A2 Location in patent: Page/Page column 24-25
  • 3
  • [ 924655-39-0 ]
  • [ 75-04-7 ]
  • [ 915403-16-6 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde; ethylamine In 2-methoxy-ethanol; water at 120℃; Stage #2: With hydrogenchloride; water at 50℃; for 1.5h; Stage #3: With sodium hydrogencarbonate In water 1.3 3. 4-Ethylamino-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde A mixture of 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde (1 g, 2.97 mmol), ethyl amine (70 wt. % solution in water, 8 mL, 100 mmol) in methoxyethanol (4 mL) is heated at 120° C. in a sealed tube. After overnight, the reaction mixture is cooled to room temperature and concentrated. The residue is dissolved in HCl solution (1N, 20 mL) and heated at 50° C. After stirring for 1.5 hours, the reaction mixture is basified with saturated sodium bicarbonate solution to pH=8. The solid is collected by filtration and washed with water, then hexanes, dried to afford the title compound as a solid. 1H NMR 600 MHz (DMSO-d6) δ 11.82 (s, 1H), 9.75 (s, 1H), 9.30 (t, 1H, J=4.8 Hz), 8.19 (s, 1H), 7.19 (t, 1H, J=3.6 Hz), 6.72 (m, 1H), 3.73-3.69 (m, 2H), 1.30 (t, 3H, J=7.2 Hz); MS m/z 190.2 (M+1).
Reference： [1]Current Patent Assignee: IRM LLC - US2010/48552, 2010, A1 Location in patent: Page/Page column 10-11
  • 4
  • [ 33513-42-7 ]
  • [ 651744-48-8 ]
  • [ 924655-39-0 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine With sec.-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78℃; for 1h; 1.2 2. 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde and 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde To a solution of 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (0.90 g, 2.91 mmol) in THF (8 mL), cooled at -78° C., is added slowly sec-BuLi (1.4 M in hexane, 4.16 mL, 5.82 mmol). After stirring for 45 minutes, the DMF (0.68 mL, 8.74 mmol) is added at -78° C. The mixture is stirred for 1 hour and quenched with HCl in ether solution (1M, 8.73 mL, 8.73 mmol). The mixture is allowed to warm to room temperature. The reaction mixture is basified with saturated sodium bicarbonate solution to a pH of 8 and extracted with ethyl acetate. The organic extracts are washed with brine, dried over Na2SO4, filtered and concentrated to afford the mixture of the title compounds, which is used for next reaction without any further purification: MS m/z 337.2 (M+1).
Stage #1: 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine With sec.-butyllithium In tetrahydrofuran; hexane; cyclohexane at -78℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane; cyclohexene for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane; cyclohexane for 0.5h; 4 REFERENCE SYNTHETIC EXAMPLE 4 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde REFERENCE SYNTHETIC EXAMPLE 4 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde A solution of 4-chloro-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (5.74 g, 18.6 mmol) in tetrahydrofuran (50 mL) was cooled to -78°C, and a solution of s-butyllithium in hexane/cyclohexane (1.06 M, 27 mL, 29 mmol) was added to it, and then the mixture was stirred for 1 hour. To the reaction mixture, N,N-dimethylformamide (7.0 mL, 90 mmol) was added, and the mixture was stirred for additional 1 hour. The reaction mixture was mixed with 4 M hydrogen chloride in 1,4-dioxane (20 mL), followed by stirring for 30 minutes, and then mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was dissolved in dichloromethane (15 mL), and mixed with trifluoroacetic acid (15 mL), and the mixture was stirred for 1 day. The reaction mixture was concentrated under reduced pressure, mixed with water and neutralized with saturated aqueous sodium hydrogencarbonate, and the precipitated solid was collected by filtration and dried under reduced pressure. To the resulting solid, ethyl acetate (20 mL) and hexane (20 mL) were added, and the solid was collected by filtration, washed with hexane and dried under reduced pressure to obtain the title compound as a pale yellow solid (2.72 g, yield: 81%).
Reference： [1]Current Patent Assignee: IRM LLC - US2010/48552, 2010, A1 Location in patent: Page/Page column 10
[2]Current Patent Assignee: NISSAN CHEMICAL CORPORATION - EP2955181, 2015, A1 Location in patent: Paragraph 0151; 0152
  • 5
  • [ 33513-42-7 ]
  • [ 651744-48-8 ]
  • [ 958230-19-8 ]
  • [ 924655-39-0 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine With sec.-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78℃; for 1h; Stage #3: With hydrogenchloride; sodium hydrogencarbonate more than 3 stages; 1.2 2. 4-Chloro-lH-pyrrolo[2,3-]pyridine-5-carbaldehyde and 4-chloro- 1- triisopropylsilanyl-lH-pyrrolo[2,3-]pyridine-5-carbaldehyde:[0081] To a solution of 4-chloro-l-triisopropylsilanyl-lH-pyrrolo[2,3-b]pyridine(0.90 g, 2.91 mmol) in THF (8 mL), cooled at -78 0C, is added slowly sec-BuLi (1.4 M in hexane, 4.16 mL, 5.82 mmol). After stirring for 45 minutes, the DMF (0.68 mL, 8.74 mmol) is added at -78 0C. The mixture is stirred for 1 hour and quenched with HCl in ether solution EPO (IM, 8.73 mL, 8.73 mmol). The mixture is allowed to warm to room temperature. The reaction mixture is basifled with saturated sodium bicarbonate solution to a pH of 8 and extracted with ethyl acetate. The organic extracts are washed with brine, dried over Na2SO4, filtered and concentrated to afford the mixture of the title compounds which is used for the next reaction without further purification.
Reference： [1]Current Patent Assignee: IRM LLC - WO2006/124731, 2006, A2 Location in patent: Page/Page column 25-26

Tags: 924655-39-0 synthesis path| 924655-39-0 SDS| 924655-39-0 COA| 924655-39-0 purity| 924655-39-0 application| 924655-39-0 NMR| 924655-39-0 COA| 924655-39-0 structure

Same Skeleton Products
Related Products
Categories
Historical Records