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

I ka hopena o 2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) i CH2Cl2 (20 ml) ua hoʻohui ʻia ʻo Boc2O (1.48 g, 6.79 mmol), a ukali ʻia me ka hoʻoulu ʻana i ka lumi wela no 1 hola.Ua unuhi ʻia ka hopena hopena me ka brine a me CH2Cl2.Ua maloʻo ka papa organik i loaʻa ma luna o MgSO4 a kānana ʻia.A laila, hoʻopaʻa ʻia ka kānana i loko o ka vacuo e loaʻa ai ka mea hui (ʻaila ʻole, 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);ʻano nui m/e (ka ikaika pili) 144 (20) 102 (24) 57 (70) 44 (100).
Laʻana 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)malonamid (96);KaʻAnuʻu Hana 1: tert-Butyl 2-hydroxyethyl(methyl)carbamate (97) (J. Med. Chem., 1999, 42, 11, 2008) I ka hopena o 2-(methylamino)ethanol (5.0 g, 67 mmol) i loko Hoʻohui ʻia ka THF (50 ml) ma RT Boc2O (15.7 g, 72 mmol) a ua hoʻoulu ʻia ka hui ʻana ma RT no 4 mau hola.Hoʻopili ʻia ka hui ʻana i ka maloʻo a ua hoʻohana pololei ʻia ka hui inoa 97 i ka pae aʻe me ka hoʻomaʻemaʻe ʻole (11.74 g, 100% hua).MS (m/z): 176.2 (M+H).
Ka hoʻomākaukau ʻana i ka l-2-[4-Bromo-2-(4-oxo-2-ftiotaioxo1hiazolidin-5-ylidenemefliyl)phenoxy]efliyl-3-efliyl-l- methylurea(Compoiotamd 161) ʻanuʻu 1 : Synthesis o t-butyl2- hydroxyethylmethylcarbamate;I ka hopena o 2-(methylamino)ethanol (500 mg, 0.53 ml, 6.66 mmol) i CH2Cl2 (20 ml) ua hoʻohui ʻia ʻo BoC2O (1.48 g,6.79 mmol), a ukali ʻia me ka hoʻoulu ʻana i ka lumi wela no 1 hola.Ua unuhi ʻia ka hopena hopena me ka brine a me CH2Cl2.Ua maloʻo ka papa organik i loaʻa ma luna o MgSO4 a kānana ʻia.A laila, hoʻopaʻa ʻia ka kānana i loko o ka vacuo e loaʻa ai ka mea hui (ʻaila kala ʻole, 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);ʻano nui m/e (ka ikaika pili) 144 (20) 102 (24) 57 (70) 44 (100).
2-(methylamino) ethanol (90.1 g, 1.2 mol) ua hoʻoheheʻe ʻia i 1.2 L o ka methylene chloride, a ua hoʻohui mālie ʻia ʻo BoC2O (218 g, 1 mol) me ka hoʻoulu ʻana ma 00C, ukali ʻia ma ka lumi wela no 3 mau hola.Holoi ʻia ka hui ʻana me ka 700 mL o ka wai o ka ammonium chloride saturated, a me 300 mL o ka wai.Hoʻomaʻemaʻe ʻia ka hui ʻana i holoi ʻia me ka hoʻohana ʻana i ka sodium sulfate anhydrous a hoʻopaʻa ʻia ma lalo o kahi kaomi hoʻemi ʻia, e loaʻa ai ka hui (a) (175 g, 1 mol, 100%) ma ke ʻano he ʻaila me ka waihoʻoluʻu ʻole. TLC : Rf = 0.5 (50% EtOAc in Hex) i ʻike ʻia me 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) o 2-(methylamino) ethanol i hoʻoheheʻe ʻia i loko o 1.2 L o ka methylene chloride, 218 g (1 mol) o Boc2O i hoʻohui mālie ʻia i laila ʻoiai ua hoʻoulu ʻia ka hopena i ka 0C, a ua hoʻoulu ʻia ka hopena i ka hopena. lumi wela no 3 hola.Ua holoi ʻia ka hui ʻana me ka 700 mL o kahi solution ammonium chloride aqueous saturated a me 300 mL o ka wai, hoʻomaʻemaʻe ʻia me ka sodium sulfate anhydrous, a laila hoʻokaʻawale ʻia ma lalo o ke kaomi hoʻemi ʻia e loaʻa ai 175 g (1 mol) o kahi hui aila achromic i pale ʻia e ka Hui Boc (hua: 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) o ka hui i loaa i hooheheeia i 1.5 L o tetrahydrofuran, 88.0 g (539 mol) o N- ʻO ka hydroxyphthalimide a me 141 g (0.539 mol) o ka triphenylphosphine i hoʻohui ʻia me ia, 106 mL (0.539 mol) o diisopropyl azodicarboxylate i hoʻohui mālie ʻia i laila me ka hoʻoulu ʻana i ka hopena i 0C, a ua hoʻoulu ʻia ka hopena no 3 mau hola i ka wā i hoʻonui ʻia ai ka mahana. i ka wela lumi.Ma hope o ka noʻonoʻo ʻana o ka hui ʻana ma lalo o ke kaomi hoʻemi ʻia, ua hoʻohui ʻia he 600 mL o ka isopropylether me ia, ua hoʻoulu ʻia ka hopena hopena ma 0C no 1 hola, a ua kānana ʻia ke ʻano o ka triphenylphosphine oxide keʻokeʻo.Ua holoi ʻia ka paʻa me ka 200 mL o ka isopropylether i hoʻoluʻu ʻia i 0C a hōʻiliʻili ʻia me ka kānana mua, a ua hoʻopaʻa ʻia ka filtrate hopena ma lalo o ke kaomi haʻahaʻa e loaʻa ai ka 198 g o ka hui ʻana o ka Compound XX a me ka diisopropyl hydrazodicarboxylate ma kahi hui hui o 10 a 15% (hua: 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)