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

Si ojutu ti 2- (methylamino) ethanol (500 mg, 0.53 milimita, 6.66 mmol) ni CH2Cl2 (20 milimita) ni a fi kun Boc2O (1.48 g, 6.79 mmol), ti o tẹle pẹlu gbigbọn ni iwọn otutu yara fun wakati 1.Ojutu esi ti fa jade pẹlu brine ati CH2Cl2.Layer Organic ti o gba bayi ni a gbẹ lori MgSO4 ati pe a ti yo.Lẹhinna, filtrate ti wa ni idojukọ ni vacuo lati gba ohun elo nkan (epo ti ko ni awọ, pipo);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);ọpọ julọ.Oniranran m/e (ojulumo kikankikan) 144 (20) 102 (24) 57 (70) 44 (100).
Apeere 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);Igbesẹ 1: tert-Butyl 2-hydroxyethyl (methyl) carbmate (97) (J. Med. Chem., 1999, 42, 11, 2008) Si ojutu ti 2- (methylamino) ethanol (5.0 g, 67 mmol) ni THF (50 milimita) ni RT ni a fi kun Boc2O (15.7 g, 72 mmol) ati pe a ti ru adalu ifaseyin ni RT fun wakati mẹrin.Adalu ifọkanbalẹ ti dojukọ si gbigbẹ ati akọle akọle 97 ni a lo taara ni igbesẹ ti nbọ laisi isọdi afikun (11.74 g, 100% ikore).MS (m/z): 176.2 (M+H).
Igbaradi ti l-2-[4-Bromo-2-- (4-oxo-2-ftiotaioxo1hiazolidin-5-ylidenemefliyl) phenoxy] efliyl-3-efliyl-l- methylurea (Compoiotamd 161) Igbesẹ 1: Synthesis ti t-butyl2- hydroxyethylmethylcarbamate;Si ojutu ti 2- (methylamino) ethanol (500 mg, 0.53 milimita, 6.66 mmol) ni CH2Cl2 (20 milimita) ni a fi kun BoC2O (1.48 g,6.79 mmol), ti o tẹle pẹlu gbigbọn ni iwọn otutu yara fun wakati 1.Ojutu esi ti fa jade pẹlu brine ati CH2Cl2.Layer Organic ti o gba bayi ni a gbẹ lori MgSO4 ati pe a ti yo.Lẹhinna, filtrate ti wa ni idojukọ ni vacuo lati gba idapọ nkan naa (epo ti ko ni awọ, pipo); 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 (awọn, 3H) 1.45 (awọn, 9H);ọpọ julọ.Oniranran m/e (ojulumo kikankikan) 144 (20) 102 (24) 57 (70) 44 (100).
2- (methylamino) ethanol (90.1 g, 1.2 mol) ni tituka ni 1.2 L ti methylene chloride, ati BoC2O (218 g, 1 mol) ti wa ni afikun sibẹ lakoko ti o nmu ni 00C, ti o tẹle ni iwọn otutu fun wakati 3.A ti fo idapọmọra ifaseyin leralera pẹlu 700 milimita ti ojutu olomi ti ammonium kiloraidi ti o kun, ati 300 milimita ti omi.Apopọ ti a ti fọ ni a ti gbẹ pẹlu lilo sulfate sodium anhydrous ati ki o ni idojukọ labẹ titẹ ti o dinku, lati gba apapo (a) (175 g, 1 mol, 100%) gẹgẹbi epo ti ko ni awọ.TLC : Rf = 0.5 (50% EtOAc in Hex) ti a ṣe oju pẹlu 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) ti 2- (methylamino) ethanol ti wa ni tituka ni 1.2 L ti methylene chloride, 218 g (1 mol) ti Boc2O ti wa ni afikun sibẹ lakoko ti a ti mu ojutu ti o wa ni 0C, ati pe ojutu ti o mu ni iwọn otutu yara fun wakati 3.A ti fọ adalu ifasẹyin pẹlu 700 milimita ti ojutu ammonium kiloraidi olomi olomi ati 300 milimita ti omi, ti gbẹ ni lilo sulfate sodium anhydrous, ati lẹhinna ogidi labẹ titẹ idinku lati gba 175 g (1 mol) ti idapọ epo achromic ti o ni aabo nipasẹ Ẹgbẹ Boc (ikore: 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) ti agbo ti o gba ni tituka ni 1.5 L ti tetrahydrofuran, 88.0 g (539 mol) ti N- hydroxyphthalimide ati 141 g (0.539 mol) ti triphenylphosphine ti wa ni afikun sibẹ, 106 milimita (0.539 mol) ti diisopropyl azodicarboxylate ti wa ni afikun sibẹ lakoko ti o nmu ojutu ti o wa ni 0C, ati pe ojutu ti o mu ni a gbe soke fun wakati 3 nigba ti iwọn otutu ti wa nibẹ. si iwọn otutu yara.Lẹhin ifọkansi ti adalu ifaseyin labẹ titẹ ti o dinku, 600 milimita ti isopropylether ti wa ni afikun sibẹ, a ti mu ojutu ti o mu jade ni 0C fun wakati 1, ati pe o jẹ filtered iru-pupa-pupa triphenylphosphine oxide funfun.A ti wẹ ohun ti o lagbara pẹlu 200 milimita ti isopropylether ti o tutu si 0C ati pe a gba pẹlu filtrate akọkọ, ati iyọrisi abajade ti wa ni idojukọ labẹ titẹ dinku lati gba 198 g ti adalu Compound XX ati diisopropyl hydrazodicarboxylate ni ipin idapọ ti 10 si 15%. (ikore: 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)