1,4-氧氮六环 → 4-(2,6-Dichloro-3-pyridinyl)morpholine

参与物

反应条件

反应步骤

sodium tert-butoxide (0.012 g, 0.13 mmol), were transfered to a microwave vial. Pd2dba3 (0.916 mg, 1.00 µmol), dicyclohexyl(2',6'-diisopropoxybiphenyl-2-yl)phosphine (0.933 mg, 2.00 µmol), (2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPYL-1,1'-BIPHENYL)[2-(2-AMINOETHYL)PHENYL]PALLADIUM(II) (0.729 mg, 1.00 µmol) were added. 3-bromo-2,6-dichloropyridine (0.011 g, .05 mmol) in tetrahydrofuran (0.474 ml) was added. The vial was flushed with N2, sealed, and the reaction mix was heated on an oil bath at 100 °C. 2011-10-05 0900: interrupted, cooled- LC/MS, 5 min method, pH11: 1H NMR on crude:not good spectra. 2011-10-06 The mix was filtered thru Si-plug and conc. 1H NMR and COSY. Very complex. Lower rection temp and time needed. Discarded. \---- Info from -25: 2011-09-18 Lit. ref: ....Buchwald, S. _Chem. Sci._ **2011** , _2_ , 57 sodium tert-butoxide (0.024 g, 0.25 mmol), were transfered to a microwave vial. Pd2dba3 (1.831 mg, 2.00 µmol),dicyclohexyl(2',6'-diisopropoxybiphenyl-2-yl)phosphine (1.867 mg, 4.00 µmol), (2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPYL-1,1'-BIPHENYL)[2-(2-AMINOETHYL)PHENYL]PALLADIUM(II) (1.457 mg, 2.00 µmol) were added. [Reactants] in tetrahydrofuran (0.948 ml) was added. The vial was flushed with N2, sealed, and the reaction mix was heated on an oil bath at 100 °C. 2115: start 2011-09-19 0915: LC/MS, 5 min method, pH11: some r1 remained 3.62 major peak 1200: heating at 120 degr 2011-09-20 1400 lcms:5 min method, pH11: right mass peak appeared at 0.12 and 0.18 min.! seeemed very unlikely 4.20 still peak, probabaly r1 ,but difficult to say since no iionization This was a test experiment, starting from a mix of r1 and one monosubst. starting material. Repeated with pure r1, see -66. Report Cannot be finalized, since this program is useless.

来源与证据