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

Kuti yankho la 2-(methylamino) ethanol (500 mg, 0,53 ml, 6.66 mmol) mu CH2Cl2 (20 ml) anawonjezera Boc2O (1.48 g, 6.79 mmol), kenako akuyambitsa kutentha kwa 1 ora.The njira yothetsera anali yotengedwa ndi brine ndi CH2Cl2.Chosanjikiza cha organic chomwe chidapezedwa chidawumitsidwa pa MgSO4 ndikusefedwa.Kenako, sefa anali anaikira vacuo kupeza chinthu pawiri (colorless mafuta, kachulukidwe);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);misa sipekitiramu m/e (chibale mphamvu) 144 (20) 102 (24) 57 (70) 44 (100).
Chitsanzo 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);Khwerero 1: tert-Butyl 2-hydroxyethyl(methyl)carbamate (97) (J. Med. Chem., 1999, 42, 11, 2008) Ku yankho la 2-(methylamino) ethanol (5.0 g, 67 mmol) mu THF (50 ml) pa RT idawonjezedwa Boc2O (15.7 g, 72 mmol) ndipo osakaniza omwe adachitika adalimbikitsidwa pa RT kwa maola 4.Zimene osakaniza anali anaikira kuti dryness ndi mutu pawiri 97 ntchito mwachindunji sitepe yotsatira popanda kuyeretsedwa zina (11,74 g, 100% zokolola).MS (m/z): 176.2 (M+H).
Kukonzekera kwa l-2-[4-Bromo-2-(4-oxo-2-ftiotaioxo1hiazolidin-5-ylidenemefliyl)phenoxy]efliyl-3-efliyl-l- methylurea(Compoiotamd 161)Khwerero 1: Kaphatikizidwe ka t-butyl2- hydroxyethyl methylcarbamate;Kuti yankho la 2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) mu CH2Cl2 (20 ml) anawonjezera BoC2O (1.48 g, 6.79 mmol), kenako akuyambitsa kutentha kwa 1 ora.The njira yothetsera anali yotengedwa ndi brine ndi CH2Cl2.Chosanjikiza cha organic chomwe chidapezedwa chidawumitsidwa pa MgSO4 ndikusefedwa.Kenako, zosefera anaikira mu vacuo kupeza chinthu pawiri (colorless mafuta, kuchuluka); 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);misa sipekitiramu m/e (chibale mphamvu) 144 (20) 102 (24) 57 (70) 44 (100).
2-(methylamino) ethanol (90.1 g, 1.2 mol) inasungunuka mu 1.2 L ya methylene chloride, ndipo BoC2O (218 g, 1 mol) inawonjezeredwa pang'onopang'ono pamene ikugwedeza pa 00C, ndikutsatiridwa ndi kutentha kwa maola atatu.Zomwe osakaniza anasambitsidwa sequentially ndi 700 mL wa amadzimadzi njira ya ano zimalimbikitsa ammonium kolorayidi, ndi 300 mL madzi.The osakaniza otsukidwa anali wopanda madzi m'thupi pogwiritsa ntchito anhydrous sodium sulfate ndipo anaikira pansi pa kupanikizika yafupika, kupeza pawiri (a) (175 g, 1 mol, 100%) monga mafuta opanda mtundu.TLC : Rf = 0.5 (50% EtOAc mu Hex) zowoneka ndi 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) ya 2-(methylamino) ethanol inasungunuka mu 1.2 L ya methylene chloride, 218 g (1 mol) ya Boc2O inawonjezeredwa pang'onopang'ono pamene yankho linagwedezeka pa 0C, ndipo yankho linagwedezeka pa. kutentha kwa 3 hours.Zomwe zimasakanikirana zimatsukidwa motsatizana ndi 700 mL yamadzimadzi amadzimadzi ammonium chloride solution ndi 300 ml ya madzi, kuthiridwa madzi pogwiritsa ntchito anhydrous sodium sulfate, kenako ndikuyikira movutikira kuti mupeze 175 g (1 mol) yamafuta achromic otetezedwa ndi Gulu la Boc (zokolola: 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) ya chigawo chopezeka chinasungunuka mu 1.5 L ya tetrahydrofuran, 88.0 g (539 mol) ya N- hydroxyphthalimide ndi 141 g (0.539 mol) ya triphenylphosphine adawonjezeredwa pamenepo, 106 mL (0.539 mol) ya diisopropyl azodicarboxylate idawonjezedwa pang'onopang'ono pamene ikuyambitsa yankho pa 0C, ndipo yankho linagwedezeka kwa maola atatu pamene kutentha kwake kunakwezedwa. kutentha kwa chipinda.Pambuyo pa kusakanikirana kwa kusakaniza komwe kumachepetsedwa, 600 mL ya isopropylether inawonjezeredwa pamenepo, yankho linagwedezeka pa 0C kwa ola limodzi, ndipo white solid-type triphenylphosphine oxide inasefedwa.Cholimbacho chinatsukidwa ndi 200 mL ya isopropylether utakhazikika ku 0C ndikusonkhanitsidwa ndi kusefera koyamba, ndipo sefa yomwe idachitikayo idakhazikika pansi pa kupanikizika kocheperako kuti ipeze 198 g ya osakaniza a Compound XX ndi diisopropyl hydrazodicarboxylate mu kusakaniza chiŵerengero cha 10 mpaka 15%. (zokolola: 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)