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

Kwisisombululo se-2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) kwi-CH2Cl2 (20 ml) yongezwa i-Boc2O (1.48 g, 6.79 mmol), ilandelwa ngokuvuselela kwiqondo lokushisa kwi-1 iyure.Isisombululo sokusabela sikhutshwe nge-brine kunye ne-CH2Cl2.I-organic layer efunyenweyo yomiswa phezu kwe-MgSO4 kwaye yahluzwa.Emva koko, i-filtrate yayigxininiswe kwi-vacuo ukufumana i-compound yento (ioli engenambala, i-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);ubukhulu be-spectrum m/e (ubukhulu obunxulumeneyo) 144 (20) 102 (24) 57 (70) 44 (100).
Umzekelo 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);Inyathelo 1: tert-Butyl 2-hydroxyethyl(methyl)carbamate (97) (J. Med. Chem., 1999, 42, 11, 2008) Kwisisombululo se-2-(methylamino) ethanol (5.0 g, 67 mmol) kwi I-THF (50 ml) kwi-RT yongezwa i-Boc2O (i-15.7 g, i-72 mmol) kwaye umxube wokuphendula uxutywe kwi-RT kwiiyure ze-4.Umxube reaction wagxininiswa ukoma kunye nesihloko ikhompawundi 97 yasetyenziswa ngokuthe ngqo kwinyathelo elilandelayo kunye nokucoca ezongezelelweyo (11.74 g, 100% isivuno).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)Inyathelo 1: Ukuhlanganiswa kwe-t-butyl2- i-hydroxyethylmethylcarbamate;Kwisisombululo se-2-(methylamino) ethanol (500 mg, 0.53 ml, 6.66 mmol) kwi-CH2Cl2 (20 ml) yongezwa i-BoC2O (1.48 g, 6.79 mmol), ilandelwa ngokuvuselela kwiqondo lokushisa kwi-1 iyure.Isisombululo sokusabela sikhutshwe nge-brine kunye ne-CH2Cl2.I-organic layer efunyenweyo yomiswa phezu kwe-MgSO4 kwaye yahluzwa.Emva koko, i-filtrate yayigxininiswe kwi-vacuo ukufumana into edibeneyo (ioli engenambala, i-quantitative); 1HNMR (200 MHz, CDCl3) i-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);ubukhulu be-spectrum m/e (ubukhulu obunxulumeneyo) 144 (20) 102 (24) 57 (70) 44 (100).
I-2-(methylamino) ethanol (90.1 g, 1.2 mol) yachithwa kwi-1.2 L ye-methylene chloride, kunye ne-BoC2O (218 g, i-1 mol) yongezwa ngokukhawuleza xa ivuselela kwi-00C, ilandelwa yiqondo lokushisa kweeyure ze-3.Umxube wokusabela wahlanjwa ngokulandelelanayo nge-700 mL yesisombululo esimanzi se-ammonium chloride egcweleyo, kunye ne-300 mL yamanzi.Umxube ohlanjiweyo uhlanjululwe ngamanzi usebenzisa i-anhydrous sodium sulfate kwaye ugxininiswe phantsi koxinzelelo oluncitshisiweyo, ukufumana i-compound (a) (175 g, 1 mol, 100%) njengeoli engenambala.TLC : Rf = 0.5 (50% EtOAc in Hex) ibonwa ngeCe-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) ithanol yachithwa kwi-1.2 L ye-methylene chloride, i-218 g (1 mol) ye-Boc2O yongezwa ngokukhawuleza apho isisombululo esibangelwayo sishukunyiswa kwi-0C, kwaye isisombululo esisiphumo saxutyushwa. ubushushu begumbi iiyure ezi-3.Umxube wokusabela wahlanjwa ngokulandelelanayo nge-700 mL yesisombululo se-ammonium chloride exutywe ngamanzi kunye ne-300 mL yamanzi, yaphelelwa ngamanzi kusetyenziswa i-anhydrous sodium sulfate, kwaye emva koko yagxininiswa phantsi koxinzelelo olucuthiweyo ukufumana i-175 g (1 mol) yekhompawundi yeoli ye-achromic ekhuselweyo Iqela 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) yekhompawundi efunyenweyo yachithwa kwi-1.5 L ye-tetrahydrofuran, 88.0 g (539 mol) ye-N- I-hydroxyphthalimide kunye ne-141 g (0.539 mol) ye-triphenylphosphine zongezwa apho, i-106 mL (0.539 mol) ye-diisopropyl azodicarboxylate yongezwa ngokucothayo apho ngelixa ivuselela isisombululo kwi-0C, kwaye isisombululo esisiphumo savuselelwa iiyure ezi-3 ngelixa ubushushu balo buphakanyisiwe. kwiqondo lobushushu begumbi.Emva kokuxinwa komxube wokuphendula phantsi koxinzelelo oluncitshisiweyo, i-600 mL ye-isopropylether yongezwa apho, isisombululo esisiphumo savuselelwa kwi-0C ngeyure ye-1, kwaye i-white solid-type triphenylphosphine oxide yahluzwa.I-solid ihlanjwe nge-200 mL ye-isopropylether epholile kwi-0C kwaye iqokelelwe kunye ne-filtrate yokuqala, kwaye i-filtrate eyaphumelayo yagxininiswa phantsi koxinzelelo oluncitshisiweyo ukufumana i-198 g yomxube we-Compound XX kunye ne-diisopropyl hydrazodicarboxylate kwi-mixing ratio ye-10 ukuya kwi-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)