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

Kusixazululo se-2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) ku-CH2Cl2 (20 ml) yengezwe i-Boc2O (1.48 g, 6.79 mmol), elandelwa ukunyakazisa ekamelweni lokushisa ihora elingu-1.Isixazululo sokusabela sikhishwe nge-brine ne-CH2Cl2.Isendlalelo se-organic esitholiwe somiswa phezu kwe-MgSO4 futhi sahlungwa.Khona-ke, i-filtrate yayigxilwe ku-vacuo ukuthola into ehlanganisiwe (amafutha angenambala, inani);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);i-mass spectrum m/e (ukuqina okuhlobene) 144 (20) 102 (24) 57 (70) 44 (100).
Isibonelo 38;I-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);Isinyathelo 1: tert-Butyl 2-hydroxyethyl(methyl)carbamate (97) (J. Med. Chem., 1999, 42, 11, 2008) Kusixazululo se-2-(methylamino)thanol (5.0 g, 67 mmol) ku I-THF (50 ml) ku-RT yengezwe i-Boc2O (15.7 g, 72 mmol) futhi ingxube yokusabela yashukunyiswa ku-RT amahora angu-4.Ingxube yokusabela yayigxiliswe ekomeni futhi isihloko esithi 97 sisetshenziswe ngokuqondile esinyathelweni esilandelayo ngaphandle kokuhlanzwa okwengeziwe (11.74 g, 100% isivuno).I-MS (m/z): 176.2 (M+H).
Ukulungiswa kwe-l-2-[4-Bromo-2-(4-oxo-2-ftiotaioxo1hiazolidin-5-ylidenemefliyl)phenoxy]efliyl-3-efliyl-l- methylurea(Compoiotamd 161)Isinyathelo 1: Ukuhlanganiswa kwe-t-butyl2 i-hydroxyethyl methylcarbamate;Kusixazululo se-2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) ku-CH2Cl2 (20 ml) yengezwe i-BoC2O (1.48 g, 6.79 mmol), elandelwa ukunyakaziswa ekamelweni lokushisa ihora elingu-1.Isixazululo sokusabela sikhishwe nge-brine ne-CH2Cl2.Isendlalelo se-organic esitholiwe somiswa phezu kwe-MgSO4 futhi sahlungwa.Bese, isihlungi sagxiliswa ku-vacuo ukuze kutholwe inhlanganisela yento (uwoyela ongenambala, ubuningi);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);i-mass spectrum m/e (ukuqina okuhlobene) 144 (20) 102 (24) 57 (70) 44 (100).
I-2-(methylamino) ethanol (90.1 g, 1.2 mol) yachithwa ku-1.2 L ye-methylene chloride, futhi i-BoC2O (218 g, 1 mol) yengezwe kancane lapho ngenkathi inyakaza ku-00C, ilandelwa yizinga lokushisa lekamelo amahora angu-3.Ingxube yokusabela yagezwa ngokulandelana ngo-700 mL wesisombululo esinamanzi se-ammonium chloride egcwele, kanye nama-300 mL amanzi.Ingxube egeziwe yaphelelwa amanzi kusetshenziswa i-anhydrous sodium sulfate futhi yagxila ngaphansi kwengcindezi encishisiwe, ukuze kutholwe inhlanganisela (a) (175 g, 1 mol, 100%) njengowoyela ongenambala.TLC : Rf = 0.5 (50% EtOAc in I-Hex) iboniswe nge-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).
I-90.1 g (1.2 mol) ye-2-(methylamino) ethanol yancibilika ku-1.2 L we-methylene chloride, 218 g (1 mol) ye-Boc2O yengezwe kancane lapho ngenkathi isixazululo esiwumphumela sashukunyiswa ku-0C, futhi isixazululo esiwumphumela sashukunyiswa izinga lokushisa ekamelweni amahora angu-3.Ingxube yokusabela yagezwa ngokulandelana ngo-700 mL wesisombululo se-ammonium chloride esine-aqueous saturated ammonium chloride kanye namanzi angu-300, yaphelelwa amanzi kusetshenziswa i-anhydrous sodium sulfate, yase igxiliswa ngaphansi kwengcindezi encishisiwe ukuze kutholwe u-175 g (1 mol) wenhlanganisela yamafutha achromic evikelwe Iqembu le-Boc (isivuno: 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) yenhlanganisela etholiwe yachithwa ku-1.5 L ye-tetrahydrofuran, 88.0 g (539 mol) ye-N- i-hydroxyphthalimide kanye ne-141 g (0.539 mol) ye-triphenylphosphine yengezwe lapho, i-106 mL (0.539 mol) ye-diisopropyl azodicarboxylate yengezwe kancane lapho ngenkathi inyakazisa isixazululo esiwumphumela ku-0C, futhi isixazululo esiwumphumela sanyakaziswa amahora ama-3 ngenkathi izinga lokushisa laso likhushulwa. ekamelweni lokushisa.Ngemuva kokuhlangana kwengxube yokusabela ngaphansi kwengcindezi encishisiwe, u-600 mL we-isopropylether wengezwe lapho, isixazululo esiwumphumela sanyakaziswa ku-0C ihora elingu-1, kwasehlungwa okumhlophe kohlobo oluqinile lwe-triphenylphosphine oxide.Okuqinile kwagezwa ngo-200 mL we-isopropylether epholiswe ku-0C futhi yaqoqwa nge-filtrate yokuqala, futhi i-filtrate eyavela yagxilwa ngaphansi kwengcindezi encishisiwe ukuze kutholwe u-198 g wengxube ye-Compound XX kanye ne-diisopropyl hydrazodicarboxylate ngesilinganiso sokuxuba sika-10 kuya ku-15% (isivuno: 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)