SUCCESS2016-08-04T23:16:00.5382496b7f82cc-987f-494e-9fa2-16f22c1c8cd0NC=1C=CC(=C(C1)NC=1OC(=CN1)C1=CC=C(C#N)C=C1)C14-[2-(5-Amino-2-methyl-phenylamino)-oxazol-5-yl]-benzonitrileproductexampleCC1=C(C=C(C=C1)[N+](=O)[O-])NC=1OC(=CN1)C1=CC=C(C#N)C=C1°C>228DMSO-d61H2.453Hs7.50d1H8.47.77d2H8.47.852Hm7.94d2H8.49.05d1H2.19.971Hsexampleproduct24-[2-(2-Methyl-5-nitro-phenylamino)-oxazol-5-yl]-benzonitrileClC1=CC=CC(=C1NC=1OC(=CN1)C1=CC=C(C#N)C=C1)C34-[2-(6-Chloro-2-methyl-phenylamino)-oxazol-5-yl]-benzonitrileproductexampleDMSO-d61H2.173Hs7.252Hm7.41d1H7.67.613Hm7.82d2H8.39.701HsCOC=1C=C(C=C(C1)OC)NC=1OC(=CN1)C1=CC=C(C#N)C=C144-[2-(3,5-Dimethoxy-phenylamino)-oxazol-5-yl]-benzonitrileproductexampleCDCl31H3.806Hs6.201Hs6.702Hs7.301Hs7.57d2H8.07.64d2H8.0CC1=C(C=CC=C1C)NC=1OC(=CN1)C1=CC=C(C#N)C=C154-[2-(2,3-Dimethyl-phenylamino)-oxazol-5-yl]-benzonitrileproductexampleCDCl31H2.233Hs2.333Hs6.92d1H7.57.16t1H7.57.281Hs7.55d2H8.47.673HmCOC(=O)C1=CN=C(O1)NC1=C(C=CC(=C1)N)C°C35-50CDCl31H2.103Hs3.642Hbr s3.823Hs6.30productexample62-(5-Amino-2-methyl-phenylamino)-oxazole-5-carboxylic acid methyl esterClC1=NC=CC(=C1)C1=CN=C(O1)NC1=C(C=CC(=C1)COCC)C75-(2-chloropyridin-4-yl)-N-(5-(ethoxymethyl)-2-methylphenyl) oxazol-2-amineproductexampleDMSO-d61H1.15t3H7.02.273Hs1.48q2H7.04.422Hs6.99d1H7.67.19d1H7.77.46d1H5.37.581Hs7.731Hs7.891Hs7.37d1H5.39.641HsClC=1C=NC=C(C1C1=CN=C(O1)NC1=C(C=CC(=C1)COCC)C)Cl85-(3,5-dichloropyridin-4-yl)-N-(5-(ethoxymethyl)-2-methylphenyl) oxazol-2-amineproductexampleDMSO-d61H1.14t3H7.02.273Hs1.47q2H7.04.412Hs6.99d1H7.77.19d1H7.67.641Hs7.661Hs8.702Hs9.681HsNC=1C=CC(=C(C1)NC=1OC(=C(N1)Cl)C1=CC(=C(C#N)C(=C1)C)C)C94-(2-(5-amino-2-methylphenylamino)-4-chlorooxazol-5-yl)-2,6-dimethylbenzonitrileproductexampleDMSO-d61H2.103Hs2.506Hs5.082Hbr s6.32IformulaS(=O)(=O)(C1=CC=C(C)C=C1)C[N+]#[C-]tosylmethyl isocyanideTosMICNC=1C=CC(=C(C1)NC(C)=O)CN-(5-amino-2-methyl-phenyl)-acetamideN-(5-Amino-2-methyl-phenyl)-acetamide2-aminoxazoleproductO1C=NC=C1oxazole[P]Phosphorus[S]Sulfur[Si]SiliconN=[PH3]Iminophosphorane[N-]=[N+]=[N-]azide2-Azido Ketone5-functionalised oxazole5-carboxyl-oxazoleC(#N)C1=CN=CO15-cyano-oxazoleC(C)(=O)NacetamideO-alkyl1N(alkyl1)(alkyl)OMsC*methylC(C)*ethylC(CC)*propylC1(CC1)*cyclopropylC1(CCCC1)*cyclopentylC1(CCCCC1)*cyclohexylOCH3[Na]sodiumC(C1=CC=CC=C1)(=O)C1=CC=CC=C1benzophenonesilica gel 60F 254C(=O)C1=CC=C(C#N)C=C14-Formyl-benzonitrile[Na+].OC([O-])=ONaHCO3ClCCldichloromethaneCCCCCCCheptaneCCCCCCHexaneCC1=C(C=C(C=C1)[N+](=O)[O-])NC(C)=ON-(2-methyl-5-nitro-phenyl)-acetamideClC1=CC=CC(=C1NC(C)=O)CN-(6-chloro-2-methyl-phenyl)-acetamideCOC=1C=C(C=C(C1)OC)NC(C)=ON-(3,5-dimethoxyphenyl)-acetamideCC1=C(C=CC=C1C)NC(C)=ON-(2,3-dimethylphenyl)-acetamideC(C)OC(C=O)=Oglyoxylic acid ethyl esterC1(=CC=CC=C1)Ctoluene[Cl-].[Na+]sodium chlorideC1CCCCC1CyclohexaneC(C)OCC=1C=CC(=C(C1)NC(C)=O)CN-(5-(ethoxymethyl)-2-methylphenyl)ethanamideClC=1OC(=CN1)C1=C(C=NC=C1Cl)Cl2-chloro-5-(3,5-dichloropyridin-4-yl)oxazoleClC=1OC(=C(N1)Cl)C1=CC(=C(C#N)C(=C1)C)C4-(2,4-dichlorooxazol-5-yl)-2,6-dimethylbenzonitrileF, ClO-alkylorganolithiumN[C@@H](CC1=CC=C(C=C1)O)C(=O)OtyrosineNC=1OC=CN12-aminooxazoleC1-6alkyloxyC1-6alkylaminodi(C1-6alkyl)aminoN1=C(N=CC=C1)*pyrimidinylN1=C(C=NC=C1)*pyrazinylN1=NC(=CC=C1)*pyridazinylS1C(=CC=C1)*thienylS1C(=NC=C1)*thiazolylN1C(=NC=C1)*imidazolylN1N=C(C=C1)*pyrazolylN1C(=CC=C1)*pyrrolylO1C(=CC=C1)*furanylO1C(=NC=C1)*oxazolylO1N=C(C=C1)*isoxazolylN1N=NC(=C1)*triazolylN1N=NN=C1*tetrazolylN1C(=CC2=CC=CC=C12)*indolylN1=CNC2=C1C=CC=C2benzimidazoleN1=C(C=CC2=CC=CC=C12)*quinolinylNH-aryl1O-heteroaryl1NH-heteroaryl1NHSO2-R[Cf]CF3CH2CF3alkoxyorganolithium bases[Li+].CCC[CH2-]n-BuLiO1CCCC1tetrahydrofuranO1CCCCC1tetrahydropyran[NH2-]amideCN(C=O)CdimethylformamideCC(=O)N(C)Cdimethylacetamidehalogenated hydrocarbonsCOMeOHK2CO3ClC(C(Cl)(Cl)Cl)(Cl)ClhexachloroethaneAcOEtOH2O°C2284-[2-(5-Amino-2-methyl-phenylamino)-oxazol-5-yl]-benzo-nitrileproductDMSO-d61H2.143Hs4.912Hbr s6.25COC(=O)C1=CN=CO1oxazole-5-carboxylic acid methyl esterCOC(=O)C1=CN=C(O1)Cl2-chloro-oxazole-5-carboxylic acid methyl esterC(C)(=O)OCCethyl acetateC(C)OEthanolCDCl3ClC=1OC(=CN1)C1=CC(=NC=C1)Cl2-chloro-5-(2-chloropyridin-4-yl)oxazoleO=[Si]=Osilica gelCH2Cl2linear or branched alkylCOO—RC1(=CC=CC=C1)*phenylN1=C(C=CC=C1)*pyridylalkyloxy[H-]hydrideamidesOethersC(C)OCCdiethyl ether2-aminoaryloxazoleproduct[O]oxygentrifluoromethyl, O-alkyl1O1C=NC=C1C1=CC=C(C#N)C=C1°C1404-Oxazol-5-yl-benzonitrileproductDMSO-d61H7.91-7.985Hm8.581HsClC=1OC(=CN1)C1=CC=C(C#N)C=C1°C1444-(2-Chloro-oxazol-5-yl)-benzonitrileproductDMSO-d61H7.89d2H8.47.97d2H8.48.041HsCN(C)C=ODMFC1CCOC1THF[H-].[Na+]NaH[Ar]argon[Mg++].[O-][S]([O-])(=O)=OMgSO42HFC(F)(F)*trifluoromethylO=[S]=OSO2N(alkyl1)(alkyl1)NH-alkyl1NHSO2NHCOOCOO[C]carbonhalogencycloalkylO*hydroxycarboxylC(=O)*formylCOCOSO2NH—R[H]*hydrogenN*aminoC([S](C([2H])([2H])[2H])=O)([2H])([2H])[2H]DMSO-d61HC(#N)*cyano[N+](=O)([O-])*nitroalkylClCl[N]nitrogenBrBrFFaryliiiiiibrsbroadsingletTosMICtosylmethylisocyanideCM6b7f82cc-987f-494e-9fa2-16f22c1c8cd0.xml