1-Methoxy-2-propanol → HCID 66711272, Verbindung

HRID 1261989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1261989
CS([C:4]1[N:9]=[CH:8][C:7]2=[CH:10][CH:11]=[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:19][CH3:20])[N:6]2[N:5]=1)=O.C(N(CC)C(C)C)(C)C.[NH2:30][C:31]1[CH:32]=[C:33]([C:37]([N:39]2[CH2:44][CH2:43][O:42][CH2:41][CH2:40]2)=[O:38])[CH:34]=[CH:35][CH:36]=1.COCC(O)C>>[CH3:20][O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:12]1[N:6]2[C:7]([CH:8]=[N:9][C:4]([NH:30][C:31]3[CH:32]=[C:33]([C:37]([N:39]4[CH2:40][CH2:41][O:42][CH2:43][CH2:44]4)=[O:38])[CH:34]=[CH:35][CH:36]=3)=[N:5]2)=[CH:10][CH:11]=1

Komponenten

5

Edukt 4

HCID 79001-Methoxy-2-propanolHCID 81531DiisopropylethylamineHCID 64850643-(Morpholine-4-carbonyl)anilineHCID 667107912-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine

Produkt 1

HCID 66711272HCID 66711272, VerbindungAusbeute 12 %

Versuchsvorschrift

2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (125.0 mg, 0.0004350 mol), N,N-Diisopropylethylamine (0.114 mL, 0.000652 mol) and (3-Amino-phenyl)-morpholin-4-yl-methanone (0.179 g, 0.000870 mol) were dissolved in 1-Methoxy-2-propanol (1.2 mL, 0.013 mol) and the reaction was irradiated at 300 watts, 180° C. for 40 minutes or until HPLC showed consumption of starting material. The reaction mixture was then reduced en vacuo and the product was isolated and purified by Gilson prep HPLC to afford 22.40 mg of {3-[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-morpholin-4-yl-methanone as a lyophilized powder. (M+H)=430.8. 1H NMR (400 MHz, DMSO, d6) δ 9.58 (s, 1H), 8.95 (s, 1H), 7.78 (m, 2H), 7.71 (m, 1H), 7.48 (m, 1H), 7.26 (m, 1H), 7.18 (m, 1H), 7.07 (t, 1H, J=7.48 Hz), 6.94 (m, 2H), 6.89 (m, 1H), 3.96 (s, 3H), 3.73 (m, 2H), 3.36 (m, 4H), 3.17 (m, 2H).

Aufarbeitung

  1. customthe reaction was irradiated at 300 watts, 180° C. for 40 minutes or until HPLC
  2. customconsumption of starting material
  3. customthe product was isolated
  4. custompurified by Gilson prep HPLC

Quellen und Nachweise

ORD-Eintrag
ord-b28cc6ab79634a1baa734f90d7fa169f
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08471005B2

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