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  
Chemistry
Heterocyclic Building Blocks
Pyrimidines
(2-Methylpyrimidin-4-yl)methanamine
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyrimidines
Amines Alkyls

[ CAS No. 22454-79-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 22454-79-1
Chemical Structure| 22454-79-1
Structure of 22454-79-1 * 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 [ 22454-79-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 22454-79-1 ]

SDS Specification
Alternatived Products of [ 22454-79-1 ]

Product Details of [ 22454-79-1 ]

CAS No. :22454-79-1 MDL No. :MFCD08060701
Formula : C6H9N3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 123.16 Pubchem ID :-
Synonyms :

Safety of [ 22454-79-1 ]

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

Application In Synthesis of [ 22454-79-1 ]

* 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 [ 22454-79-1 ]

[ 22454-79-1 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 28840-37-1 ]
  • [ 22454-79-1 ]
YieldReaction ConditionsOperation in experiment
94% With hydrogen; triethylamine In methanol at 40℃; for 2h; I.1.3 1.1.3 (2-Methyl-pyrimidin-4-yl)-methylamine; An autoclave was charged with 2-methyl-pyrimidine-4-carbaldehyde oxime (13 g) from 1.1.2, 150 ml of methanol and 70 ml of triethylamine. The autoclave was purged with nitrogen. To this mixture was added 3 g of a 10% palladium-on-carbon catalyst. The autoclave was sealed and purged twice with hydrogen gas. The hydrogenation was run for 2 h. In doing this, the reaction mixture was warmed up to 400C in the meantime. The precipitate was filtered off, washed with methanol to yield the title compound as light red solid (1 1 g, 94%).
Reference： [1]Current Patent Assignee: BASF SE - WO2008/62011, 2008, A1 Location in patent: Page/Page column 147
  • 2
  • [ 22454-79-1 ]
  • [ 1380201-80-8 ]
  • C16H14ClN5O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃;
Reference： [1]Location in patent: scheme or table Gentile, Gabriella; Merlo, Giancarlo; Pozzan, Alfonso; Bernasconi, Giovanni; Bax, Benjamin; Bamborough, Paul; Bridges, Angela; Carter, Paul; Neu, Margarete; Yao, Gang; Brough, Caroline; Cutler, Geoffrey; Coffin, Aaron; Belyanskaya, Svetlana [Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 5, p. 1989 - 1994]
  • 3
  • [ 22454-79-1 ]
  • tert-butyl 5-hydroxy-3-oxo-4-(phenylcarbamothioyl)-3,6-dihydropyridine-1(2H)-carboxylate [ No CAS ]
  • tert-butyl 5-[(2-methylpyrimidin-4-yl)methyl]amino}-3-oxo-4-(phenylcarbamothioyl)-3,6-dihydropyridine-1(2H)-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
49% In N,N-dimethyl acetamide at 120℃; for 1.5h; Microwave irradiation; 12-1 12-1: tert-butyl 5-[(2-methylpyrimidin-4-yl)methyl]amino}-3-oxo-4-(phenylcarbamothioyl)-3,6-dihydropyridine-1(2H)-carboxylate A solution of tert-butyl 5-hydroxy-3-oxo-4-(phenylcarbamothioyl)-3,6-dihydropyridine- 1 (2H)-carboxylate (2-2; 1.5 g, 4.3 mmol) and 2-methylpyridmidin-4-yl)methanamine (1 .06 g, 8.6 mmol) in DMA (13 mL) was heated in a microwave tube in a microwave at 120C for 1 .5h and then concentrated. The residue was purified by Biotage (SNAP silica 100g, EtOAc:Hexane) to give the title compound (952 g, 49%). 1NMR (400 MHz, DMSO-d6) δ ppm 1 .40 (br. s., 9 H) 2.61 (s, 3 H) 4.09 (br. s., 2 H) 4.61 (br. s., 2 H) 4.91 (br. s., 2 H) 7.22 - 7.29 (m, 1 H) 7.34 - 7.47 (m, 3 H) 7.54 (d, 2 H) 8.72 (d, 1 H) 13.70 (br. s., 1 H)
Reference： [1]Current Patent Assignee: BAYER AG - WO2017/102649, 2017, A1 Location in patent: Page/Page column 124
  • 4
  • [ 22454-79-1 ]
  • 5-hydroxy-3-oxo-N-phenyl-3,6-dihydro-2H-pyran-4-carbothioamide [ No CAS ]
  • 5-[(2-methylpyrimidin-4-yl)methyl]amino}-3-oxo-N-phenyl-3,6-dihydro-2H-pyran-4-carbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In N,N-dimethyl acetamide at 80℃; for 1h; Microwave irradiation; 15-1 15-1: 5-[(2-methylpyrimidin-4-yl)methyl]amino}-3-oxo-N-phenyl-3,6-dihydro-2H-pyran-4-carbothioamide A solution of 5-hydroxy-3-oxo-N-phenyl-3,6-dihydro-2H-pyran-4-carbothioamide (6-6; 1 13 mg, 0.45 mmol) and (2-methylpyrimidin-4-yl)methanamine (67 mg, 0.54 mmol) in DMA (1 .2 mL) was heated at 80 in a microwave for 1 h. The mixture was concentrated and purified by Biotage (SNAP silica 25 g, EtOAc:Hexane) to give the title compound (127 mg, 75%). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.62 (s, 3 H) 4.20 (s, 2 H) 4.83 (s, 2 H) 4.89 (d, 2 H) 7.21 - 7.28 (m, 1 H) 7.34 (d, 1 H) 7.38 - 7.47 (m, 2 H) 7.50 (d, 2 H) 8.71 (d, 1 H) 13.80 (t, 1 H) 14.04 (s, 1 H)
Reference： [1]Current Patent Assignee: BAYER AG - WO2017/102649, 2017, A1 Location in patent: Page/Page column 126
  • 5
  • [ 22454-79-1 ]
  • [ 201230-82-2 ]
  • [ 1206103-44-7 ]
  • C25H25N5O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 90℃; for 14h; 4.2. General Synthetic Procedures for the Synthesis of (3S,11aR)-N-(heterocyclylmethyl)-6-hydroxy-3-methyl-5,7-dioxo-2,3,5,7,11,11ahexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamides (1{2e4,7,10,13e21,23,25,28e34,36,38,44,46,47,50,53e55}) General procedure: To a solution of 0.5 mmol of (3S,11aR)-6-(benzyloxy)-8-bromo-3-methyl-2,3,11,11a-tetrahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-5,7-dione (6) [13] in 2 ml of DMSO was added 0.75 mmolof heterocyclylmethylamine (7) or its hydrochloride, 0.131 ml(0.75 mmol plus an additional 0.75 mmol for each hydrochloride) ofdiisopropylethylamine and 29 mg (0.025 mmol) of Pd(PPh)4. Thereaction mass was stirred for 14 h at 90 C in a CO atmosphere.Upon completion of the reaction (control LC-MS), the reaction masswas is evaporated in vacuo. The residue was dissolved in DCM,washed with water, dried over sodium sulfate, evaporated on arotary evaporator and subjected to column chromatography onsilica gel. Furthermore, a) 0.35 mmol of 8was dissolved in a mixtureof 18 ml of THF and 2 ml of methanol, and 0.04 g of 10% Pd/C wasadded and the mixture stirred in a hydrogen atmosphere for 8 h.The reaction mixturewas passed through Celite and the filtratewasevaporated. The residue was treated with ether, the precipitatewasfiltered and dried under vacuum to receive the corresponding target product 1. b) Compound 8 (0.35 mmol) was dissolved in 2mlof trifluoroacetic acid and stirred for 2 h at room temperature. Thesolution was evaporated in vacuo, and the residue was dissolved inchloroform, washed with saturated NaHCO3 solution, dried overNa2SO4 and evaporated in vacuo. The residue was treated withether, the precipitate was filtered and dried under vacuum toreceive the corresponding target product 1. c) Compound 8(0.35 mmol) was dissolved in 1.5 ml of N,N-dimethylacetamide,0.148 g (3.5 mmol) of LiCl was added and the solution stirred for 3 hat 80 C. Upon completion of the reaction (control LC-MS), the reactionmass was evaporated in vacuo. The product was isolated byHPLC to receive the corresponding target product 1.
Reference： [1]Aladinskiy, Vladimir A.; Ivanenkov, Yan A.; Ivashchenko, Alexander V.; Ivashchenko, Andrey A.; Karapetian, Ruben N.; Koryakova, Angela G.; Kravchenko, Dmitry V.; Mitkin, Oleg D.; Savchuk, Nikolai P. [European Journal of Medicinal Chemistry, 2020, vol. 189]
  • 6
  • [ 22454-79-1 ]
  • [ 1206103-44-7 ]
  • (3S,11aR)-6-hydroxy-3-methyl-N-[(2-methylpyrimidin-4-yl)methyl]-5,7-dioxo-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 14 h / 90 °C 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 8 h
Reference： [1]Aladinskiy, Vladimir A.; Ivanenkov, Yan A.; Ivashchenko, Alexander V.; Ivashchenko, Andrey A.; Karapetian, Ruben N.; Koryakova, Angela G.; Kravchenko, Dmitry V.; Mitkin, Oleg D.; Savchuk, Nikolai P. [European Journal of Medicinal Chemistry, 2020, vol. 189]

Tags: 22454-79-1 synthesis path| 22454-79-1 SDS| 22454-79-1 COA| 22454-79-1 purity| 22454-79-1 application| 22454-79-1 NMR| 22454-79-1 COA| 22454-79-1 structure

Same Skeleton Products
Related Products
Categories
Chemistry
Heterocyclic Building Blocks
Pyrimidines
Chemistry
Organic Building Blocks
Amines
Chemistry
Organic Building Blocks
Alkyls
Historical Records