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

Na ngwọta nke 2- (methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) na CH2Cl2 (20 ml) agbakwunyere Boc2O (1.48 g, 6.79 mmol), sochiri na-akpalite na ụlọ okpomọkụ maka 1 hour.Eji brine na CH2Cl2 wepụta ngwọta mmeghachi omume.Akpụchala oyi akwa organic enwetara n'elu MgSO4 wee kpochaa ya.Mgbe ahụ, a na-etinye nzacha ahụ na vacuo iji nweta ihe mejupụtara (mmanụ na-enweghị agba, quantitative);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);uka ụdịdị dị iche iche m/e (ihe ike ikwu) 144 (20) 102 (24) 57 (70) 44 (100).
Ọmụmaatụ 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);Nzọụkwụ 1: tert-Butyl 2-hydroxyethyl (methyl) carbamate (97) (J. Med. Chem., 1999, 42, 11, 2008) Na ngwọta nke 2- (methylamino) ethanol (5.0 g, 67 mmol) na THF (50 ml) na RT agbakwunyere Boc2O (15.7 g, 72 mmol) na ngwakọta mmeghachi omume na-akpalite na RT maka awa 4.Ngwakọta mmeghachi omume ahụ gbadoro ụkwụ na nkụ ma jiri aha aha 97 mee ihe ozugbo na nzọụkwụ ọzọ na-enweghị nchacha ọzọ (11.74 g, 100% mkpụrụ).MS (m/z): 176.2 (M+H).
Nkwadebe nke l-2-[4-Bromo-2- (4-oxo-2-ftiotaioxo1hiazolidin-5-ylidenemefliyl) phenoxy] efliyl-3-efliyl-l- methylurea (Compoiotamd 161) Nzọụkwụ 1: Synthesis nke t-butyl2- hydroxyethylmethylcarbamate;Na ngwọta nke 2- (methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) na CH2Cl2 (20 ml) agbakwunyere BoC2O (1.48 g,6.79 mmol), sochiri na-akpalite na ụlọ okpomọkụ maka 1 hour.Eji brine na CH2Cl2 wepụta ngwọta mmeghachi omume.Akpụchala oyi akwa organic enwetara n'elu MgSO4 wee kpochaa ya.Mgbe ahụ, a na-etinye nzacha ahụ na vacuo iji nweta ihe mejupụtara ihe (mmanụ na-enweghị agba, quantitative); 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);uka ụdịdị dị iche iche m/e (ihe ike ikwu) 144 (20) 102 (24) 57 (70) 44 (100).
2- (methylamino) ethanol (90.1 g, 1.2 mol) gbazere na 1.2 L nke methylene chloride, na BoC2O (218 g, 1 mol) ji nwayọọ nwayọọ na-agbakwunye ya mgbe ọ na-akpali 00C, na-esote ya na ụlọ okpomọkụ maka awa 3.A na-eji 700 ml nke ngwọta mmiri nke ammonium chloride juputara na mmiri 300 ml sachaa ngwakọta mmeghachi omume ahụ.Ngwakọta a na-asacha na-ekpochapụ site na iji sodium sulfate anhydrous ma tinye uche n'okpuru nrụgide dị ntakịrị, iji nweta ogige (a) (175 g, 1 mol, 100%) dị ka mmanụ na-enweghị agba.TLC: Rf = 0.5 (50% EtOAc in) Hex) ejiri anya ya na 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) nke 2- (methylamino) ethanol gbazere na 1.2 L nke methylene chloride, 218 g (1 mol) nke Boc2O ji nwayọọ nwayọọ na-agbakwunye ya mgbe ihe ngwọta na-esi na ya pụta na 0C, na ihe ngwọta na-esi na ya kpalie. ụlọ okpomọkụ maka awa 3.A na-asacha ngwakọta mmeghachi omume ahụ na 700 ml nke mmiri mmiri juputara na ammonium chloride solution na mmiri 300 ml nke mmiri gwụchara site na iji sodium sulfate anhydrous, wee tinye ya n'okpuru nrụgide dị ala iji nweta 175 g (1 mol) nke mmanụ achromic nke nchekwa nchekwa. Otu Boc (mkpụrụ: 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) nke ihe enwetara na-agbaze na 1.5 L nke tetrahydrofuran, 88.0 g (539 mol) nke N- A na-agbakwunye hydroxyphthalimide na 141 g (0.539 mol) nke triphenylphosphine na ya, 106 ml (0.539 mol) nke diisopropyl azodicarboxylate ji nwayọọ nwayọọ na-agbakwunye ya mgbe ọ na-akpali ihe ngwọta na 0C, na ihe ngwọta na-esi na ya kpalie ruo awa 3 mgbe okpomọkụ dị na ya na-agbanye. ruo ụlọ okpomọkụ.Mgbe ntinye nke ngwakọta mmeghachi omume n'okpuru nrụgide belatara, 600 ml nke isopropylether na-agbakwunye ya, a na-akpali ihe ngwọta na-esi na ya pụta na 0C maka awa 1, a na-ehichapụkwa oxide na-acha ọcha ụdị triphenylphosphine.A na-asacha ihe siri ike na 200 ml nke isopropylether dị jụụ na 0C wee kpokọta ya na nzacha nke mbụ, a na-etinyekwa nzacha nke nsonaazụ ya n'okpuru nrụgide dị ala iji nweta 198 g nke ngwakọta nke Compound XX na diisopropyl hydrazodicarboxylate na ngwakọta nke 10 ruo 15%. (mpụta: 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)