6-Amino-5-bromonicotinaldehyde

Cov tshuaj no feem ntau tau txais los ntawm cov khoom siv crystalline xws li daj mus rau txiv kab ntxwv -xim av nyob rau hauv tsos. Nws cov mis molecular yog C6H5BrN2O, sib xws rau qhov hnyav molecular ntawm 201.02. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 175-180 degree, feem ntau nrog decomposition pov thawj los ntawm darkening. Qhov ntsuas qhov ceev yog kwv yees li 1.87 g / cm³ nyob rau hauv ambient tej yam kev mob. Nws nthuav tawm me ntsis solubility nyob rau hauv polar organic solvents xws li dimethyl sulfoxide thiab dimethylformamide, tsawg solubility nyob rau hauv methanol thiab ethanol, thiab negligible solubility nyob rau hauv dej thiab tsis yog -polar solvents xws li dichloromethane thiab hexane. Cov molecule muaj ib lub nplhaib pyridine hloov nrog ib pawg amino ntawm 6- txoj hauj lwm, bromine atom ntawm 5- txoj hauj lwm, thiab ib pawg aldehyde ntawm 3-txoj hauj lwm. Cov kev sib raug zoo ntawm ortho ntawm cov amino thiab aldehyde pawg ua rau muaj kev sib koom ua ke ntawm hydrogen thiab muaj peev xwm cyclization tshwm sim. Lub bromine atom yog qhib rau cross-coupling los ntawm electron rho tawm los ntawm lub nplhaib nitrogen thiab aldehyde. Cia nyob rau hauv nruj nreem kaw amber ntim nyob rau hauv inert cua ntawm qhov kub thiab txias (2-8 degree) yog pom zoo kom tiv thaiv oxidation thiab decomposition. Kev sib cuag nrog cov neeg ua haujlwm oxidizing muaj zog, cov hauv paus muaj zog, thiab cov neeg ua haujlwm txo qis yuav tsum raug zam.

6-Amino-5-bromonicotinaldehyde yog tri- hloov pyridine derivative bearing peb pawg ua haujlwm sib txawv: thawj amine ntawm 6- txoj hauj lwm, ib qho bromine atom ntawm 5- txoj hauj lwm ntawm pawg, thiab a Cov tub ntxhais pyridine, nrog rau nws cov khoom siv hluav taws xob rho tawm nitrogen atom, tsim lub polarized aromatic system uas cuam tshuam cov reactivity ntawm tag nrho peb cov khoom hloov. Cov amino thiab aldehyde pawg yog positioned ortho rau ib leeg, ua rau intramolecular hydrogen bonding uas yuav stabilize tej conformations thiab cuam tshuam tshuaj reactivity. Lub bromine atom ua haujlwm ua haujlwm tau zoo rau kev hloov pauv-hlau-catalyzed cross-coupling kev cuam tshuam xws li Suzuki, Sonogashira, thiab Buchwald-Hartwig couplings. Lub aldehyde muab ib qho chaw electrophilic rau condensation tshwm sim nrog amines, hydrazines, thiab nquag methylene tebchaw, thaum cov amino pawg muaj nucleophilic reactivity rau acylation, alkylation, los yog diazotization. This dense packing of orthogonal reactive centers on a compact heteroaromatic scaffold makes the compound a valuable building block for constructing complex molecules in medicinal chemistry and materials science, where sequential functionalization can generate diverse compound libraries.

Pharmaceutical Intermediate
Hauv kev tshawb nrhiav tshuaj, qhov no multifunctional pyridine ua lub tsev thaiv rau kev sib txuas kinase inhibitors thiab cov tshuaj tua kab mob. Cov pab pawg aldehyde pab kom txo qis amination los qhia cov amine sab chains, thaum cov amino pawg tso cai rau amide coupling nrog carboxylic acid-muaj cov tshuaj pharmacophores. Lub bromine atom ua rau lig -theem diversification los ntawm cross-coupling los qhia aryl, heteroaryl, los yog alkynyl pawg rau optimizing lom lom. Cov derivatives ntawm qhov scaffold no tau tshawb nrhiav rau lawv lub peev xwm hauv kev kho mob qog noj ntshav thiab kis kab mob.

Heterocyclic Synthesis Platform
Kev sib raug zoo ntawm cov amino thiab aldehyde pab pawg ua rau cyclocondensation cov tshuaj tiv thaiv los tsim cov kab ke heterocyclic xws li imidazo[4,5-b]pyridines, pyrido[2,3-d]pyrimidines, thiab lwm yam nitrogen-nplua nuj nplhaib tshuab. Cov heterocycles no tau tshawb xyuas rau lawv cov khoom siv tshuaj, nrog rau cov tub ntxhais pyridine nruj muab cov kev txwv tsis pub muaj txiaj ntsig zoo rau kev lees paub lub hom phiaj. Lub bromine muab ib qho ntxiv rau kev sib txawv ntxiv tom qab tsim heterocycle.

Tsev Blocks rau Hlau Complexes
Kev sib xyaw ntawm pyridine nitrogen, amino pawg, thiab aldehyde (tom qab hloov dua siab tshiab rau Schiff bases) tsim polydentate ligand systems muaj peev xwm ntawm kev sib koom tes hloov pauv hlau. Cov hlau complexes tau los ntawm qhov scaffold no tau kawm rau lawv cov kev ua haujlwm catalytic hauv oxidation thiab cross-coupling tshua, nrog rau lawv lub peev xwm ua cov khoom siv luminescent. Cov hluav taws xob- rho tawm bromine atom tuaj yeem cuam tshuam cov khoom siv hluav taws xob ntawm lub chaw hlau, ua kom zoo -tuning ntawm catalyst kev ua tau zoo.

Organic Synthesis Intermediate
Raws li ntau yam khoom siv nruab nrab, 6-amino-5-bromonicotinaldehyde koom nrog ntau yam kev hloov pauv xws li palladium-catalyzed cross-couplings, nucleophilic aromatic hloov, thiab condensation tshua. Lub orthogonal reactivity ntawm peb pawg ua haujlwm ua rau muaj kev ua haujlwm sib luag: cov aldehyde tuaj yeem hloov mus rau imine lossis cawv thaum lub bromine tseem nyob rau tom qab sib txuas, ua raws li kev piav qhia ntawm cov amino pawg. Nws cov txiaj ntsig txuas ntxiv mus rau kev sib txuas ntawm cov khoom siv ntuj tsim analogs thiab cov khoom siv ua haujlwm uas muaj kev tswj hwm tus qauv hloov pauv yog qhov tseem ceeb.
 

Cim npe nrov: Tuam Tshoj 6-amino-5-bromonicotinaldehyde manufacturers, lwm tus neeg