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

Kumushonga we2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) muCH2Cl2 (20 ml) yakawedzerwa Boc2O (1.48 g, 6.79 mmol), ichiteverwa nekukurudzira pakamuri tembiricha kweawa imwe.Mhinduro yemhinduro yakatorwa nebrine uye CH2Cl2.Iyo organic layer yakawanikwa yakaomeswa pamusoro peMgSO4 uye yakasefa.Zvadaro, iyo filtrate yakaiswa muvacuo kuti iwane chinhu chinosanganiswa (mafuta asina ruvara, huwandu);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);mass spectrum m/e (relative intensity) 144 (20) 102 (24) 57 (70) 44 (100).
Muenzaniso 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);Danho 1: tert-Butyl 2-hydroxyethyl(methyl)carbamate (97) (J. Med. Chem., 1999, 42, 11, 2008) Kugadzirisa 2-(methylamino) ethanol (5.0 g, 67 mmol) mu THF (50 ml) paRT yakawedzerwa Boc2O (15.7 g, 72 mmol) uye musanganiswa wekuita wakamutswa paRT kwemaawa mana.Musanganiswa wekuita wakaiswa pakuoma uye zita remusoro 97 rakashandiswa zvakananga mudanho rinotevera pasina kumwe kucheneswa (11.74 g, 100% goho).MS (m/z): 176.2 (M+H).
Kugadzirira kwe-l-2-[4-Bromo-2-(4-oxo-2-ftiotaioxo1hiazolidin-5-ylidenemefliyl)phenoxy]efliyl-3-efliyl-l- methylurea(Compoiotamd 161) Danho 1: Synthesis ye t-butyl2- hydroxyethyl methylcarbamate;Kumhinduro ye2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) muCH2Cl2 (20 ml) yakawedzerwa BoC2O (1.48 g, 6.79 mmol), ichiteverwa nekukurudzira pakamuri tembiricha kweawa imwe.Mhinduro yemhinduro yakatorwa nebrine uye CH2Cl2.Iyo organic layer yakawanikwa yakaomeswa pamusoro peMgSO4 uye yakasefa.Zvadaro, iyo filtrate yakaiswa muvacuo kuti iwane chinhu chinosanganiswa (mafuta asina ruvara, uwandu); 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);mass spectrum m/e (relative intensity) 144 (20) 102 (24) 57 (70) 44 (100).
2-(methylamino) ethanol (90.1 g, 1.2 mol) yakanyungudutswa mu 1.2 L ye methylene chloride, uye BoC2O (218 g, 1 mol) yakawedzerwa zvishoma nezvishoma ipapo ichikurudzira pa 00C, ichiteverwa nekupisa kwekamuri kwemaawa matatu.Musanganiswa wekuita wakagezwa zvakatevedzana ne700 mL yemushonga wemvura wesaturated ammonium chloride, uye 300 mL dzemvura.Musanganiswa wakagezwa wakashambidzwa nemvura uchishandisa anhydrous sodium sulfate uye wakanangidzirwa pasi pekumanikidzwa kwakadzikira, kuwana komboni (a) (175 g, 1 mol, 100%) semafuta asina ruvara.TLC : Rf = 0.5 (50% EtOAc in Hex) yakaonekwa neCe-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) ye2-(methylamino) ethanol yakanyungudutswa mu1.2 L yemethylene chloride, 218 g (1 mol) yeBoc2O yakawedzerwa zvishoma nezvishoma ipapo apo mhinduro yakakonzerwa yakamutswa pa 0C, uye mhinduro yakakonzerwa yakamutswa pa. tembiricha yekamuri kwemaawa matatu.Musanganiswa wekuita wakagezwa zvakatevedzana ne 700 mL ye aqueous saturated ammonium chloride solution uye 300 mL yemvura, yakapera mvura uchishandisa anhydrous sodium sulfate, yobva yaiswa pasi pekumanikidzwa kwakaderedzwa kuwana 175 g (1 mol) yeachromic oil compound yakachengetedzwa ne Boc boka (goho: 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) yemusanganiswa wakawanikwa yakanyungudutswa mu 1.5 L ye tetrahydrofuran, 88.0 g (539 mol) yeN- hydroxyphthalimide uye 141 g (0.539 mol) ye triphenylphosphine yakawedzerwa ipapo, 106 mL (0.539 mol) ye diisopropyl azodicarboxylate yakawedzerwa zvishoma nezvishoma ipapo ichikurudzira mhinduro yakaguma pa 0C, uye mhinduro yakaguma yakasimudzwa kwemaawa matatu apo tembiricha yacho yakasimudzwa. kusvika kukamuri tembiricha.Mushure mekusangana kwemusanganiswa wekuita pasi pekumanikidzwa kwakaderedzwa, 600 mL ye isopropylether yakawedzerwa ipapo, mhinduro yakaguma yakamutswa pa 0C kweawa imwe, uye white solid-type triphenylphosphine oxide yakasefa.Iyo yakasimba yakagezwa ne 200 mL ye isopropylether yakatonhodzwa kusvika ku 0C uye yakaunganidzwa nefiltrate yekutanga, uye iyo yakaguma filtrate yakasimbiswa pasi pekumanikidzwa kwakaderedzwa kuwana 198 g yemusanganiswa weCompound XX uye diisopropyl hydrazodicarboxylate mumixing ratio ye10 kusvika 15%. (goho: 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)