57561-39-4 N-Boc-N-methyl-aminoethanol

Ho tharollo ea 2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) ka CH2Cl2 (20 ml) e ile ea eketsoa Boc2O (1.48 g, 6.79 mmol), e lateloa ke ho susumetsa mocheso oa kamore bakeng sa hora e le 'ngoe.Tharollo ea karabelo e ile ea ntšoa ka brine le CH2Cl2.Sebaka sa tlhaho se fumanoeng se omisitsoe holim'a MgSO4 mme se tlhotliloeng.Joale, filtrate e ne e tsepamisitsoe ka vacuo ho fumana motsoako oa ntho (oli e se nang mebala, palo);1H NMR (200 MHz, CDCl3) delta 3.74 (q, J= 10.5, 5.2 Hz, 2H) 3.25 (t, J= 5.2 Hz, 2H) 2.91 (s, 3H) 1.45 (s, 9H);bongata bo boholo m/e (matla a amanang) 144 (20) 102 (24) 57 (70) 44 (100).
Mohlala 38;N1-(3-Fluoro-4-(2-(1-(2-(methylamino)ethyl)-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3 -(2-methoxyphenyl)malonamide (96);Mohato oa 1: tert-Butyl 2-hydroxyethyl(methyl)carbamate (97) (J. Med. Chem., 1999, 42, 11, 2008) Ho tharollo ea 2-(methylamino)thanol (5.0 g, 67 mmol) ka THF (50 ml) ho RT e kentsoe Boc2O (15.7 g, 72 mmol) mme motsoako oa karabelo o ile oa hlohlelletsoa ho RT ka lihora tse 4.The itsoara joang ka motsoako e ne e concentrated ho dryness le sehlooho se reng motsoako 97 ile a sebelisoa ka ho toba mohato o latelang ho se na tlhoekiso eketsehileng (11,74 g, 100% chai).MS (m/z): 176.2 (M+H).
Tokisetso ea l-2-[4-Bromo-2-(4-oxo-2-ftiotaioxo1hiazolidin-5-ylidenemefliyl)phenoxy]efliyl-3-efliyl-l- methylurea(Compoiotamd 161)Mohato oa 1: Synthesis ea t-butyl2- hydroxyethyl methylcarbamate;Ho tharollo ea 2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) ka CH2Cl2 (20 ml) e ile ea eketsoa BoC2O (1.48 g, 6.79 mmol), e lateloa ke ho susumetsa mocheso oa kamore bakeng sa hora e le 'ngoe.Tharollo ea karabelo e ile ea ntšoa ka brine le CH2Cl2.Sebaka sa tlhaho se fumanoeng se omisitsoe holim'a MgSO4 mme se tlhotliloeng.Joale, filtrate e ne e tsepamisitsoe ka har'a vacuo ho fumana motsoako oa ntho (oli e se nang mebala, palo); 1HNMR (200 MHz, CDCl3) delta 3.74 (q, J= 10.5, 5.2 Hz, 2H) 3.25 (t, J= 5.2 Hz, 2H) 2.91 (s, 3H) 1.45 (s, 9H);bongata bo boholo m/e (matla a amanang) 144 (20) 102 (24) 57 (70) 44 (100).
2-(methylamino) ethanol (90.1 g, 1.2 mol) e ile ea qhibiliha ka 1.2 L ea methylene chloride, 'me BoC2O (218 g, 1 mol) e ile ea eketsoa butle-butle ha e ntse e hlohlelletsa ho 00C, e lateloa ke mocheso oa kamore bakeng sa lihora tse 3.Motsoako oa karabelo o ile oa hlatsuoa ka tatellano ka 700 ml ea tharollo e nang le metsi ea saturated ammonium chloride, le 300 ml ea metsi.Motsoako o hlatsoitsoeng o ile oa felloa ke metsi ka ho sebelisa anhydrous sodium sulfate mme o tsepamisitsoe tlas'a khatello e fokotsehileng, ho fumana motsoako (a) (175 g, 1 mol, 100%) e le oli e se nang 'mala.TLC : Rf = 0.5 (50% EtOAc in Hex) e bonoang ka Ce-Mo stain1H NMR (600MHz, CDCl3) delta 1.47 (s, 9H), 2.88 (br s, IH), 3.41 (br s, 2H), 3.76 (br s, 2H).
90.1 g (1.2 mol) ea 2-(methylamino) ethanol e ile ea qhibiliha ka 1.2 L ea methylene chloride, 218 g (1 mol) ea Boc2O e ile ea kenngoa ho eona butle-butle ha tharollo e hlahisoang e tsosoa ho 0C, 'me tharollo e hlahisitsoeng e ile ea tsosoa. mocheso oa kamore bakeng sa lihora tse 3.Motsoako oa karabelo o ile oa hlatsuoa ka 700 ml ea tharollo ea ammonium chloride e nang le aqueous saturated ammonium chloride le 300 ml ea metsi, ea felloa ke metsi ka anhydrous sodium sulfate, 'me ea kenngoa tlas'a khatello e fokolang ho fumana 175 g (1 mol) ea motsoako oa oli ea achromic o sirelelitsoeng ke Sehlopha sa Boc (kotulo: 100%).[0140] 1H NMR (600MHz, CDCl3) delta 7.84 (br s, 2H), 7.76 (br s, 2H), 4.34 (d, J = 15.0 Hz, 2H), 3.63 (br s, 2H), 3.04 (d) , J = 15.0 Hz, 3H), 1.46 (d, J = 16.2 Hz, 9H) [0141] 90 g (0.514 mol) ea motsoako o fumanoeng o ile oa qhibiliha ka 1.5 L ea tetrahydrofuran, 88.0 g (539 mol) ea N- hydroxyphthalimide le 141 g (0.539 mol) ea triphenylphosphine li kenyellelitsoe moo, 106 mL (0.539 mol) ea diisopropyl azodicarboxylate e ile ea eketsoa ho eona butle-butle ha e ntse e hlohlelletsa tharollo ho 0C, mme tharollo e hlahisitsoeng e ile ea tsosoa ka lihora tse 3 ha mocheso oa eona o ntse o phahamisoa. mocheso oa kamore.Ka mor'a hore motsoako oa karabelo o fokotsehe tlas'a khatello e fokotsehileng, 600 mL ea isopropylether e ile ea eketsoa moo, tharollo e hlahisoang e ile ea tsosoa ho 0C bakeng sa hora e le 'ngoe,' me e tšoeu ea mofuta oa triphenylphosphine oxide e tlhotliloeng.The solid e ile ea hlatsuoa ka 200 mL ea isopropylether e pholileng ho 0C 'me ea bokelloa ka filtrate ea pele,' me sephetho se hlahisoang se ne se tsepamisitsoe tlas'a khatello e fokolang ho fumana 198 g ea motsoako oa Compound XX le diisopropyl hydrazodicarboxylate ka karolelano ea motsoako oa 10 ho isa ho 15%. (hlahiso: 120%).[0142] 1H NMR (600MHz, CDCl3) delta 7.84 (br s, 2H), 7.76 (br s, 2H), 4.34 (d, J = 15.0 Hz, 2H), 3.63 (br s, 2H), 3.04 (d) , J = 15.0 Hz, 3H), 1.46 (d, J= 16.2 Hz, 9H)