Reaktionsgleichung
[NH2:1][CH2:2][C:3]1([OH:6])[CH2:5][CH2:4]1.[NH2:7][CH2:8][CH2:9][C:10]1(O)[CH2:12]C1.Cl[C:15]1[C:24]2[C:19](=[N:20]C=CC=2)[N:18]=[CH:17][C:16]=1[N+:25]([O-])=O.Cl[C:29]1[C:38]2C(=CC=CC=2)N=C[C:30]=1[N+]([O-])=O.C(OC)(OC)(OC)CCC.C(OCC)(OCC)(OCC)CC>>[NH2:25][C:16]1[C:15]2[N:7]=[C:8]([CH2:9][CH2:10][CH3:12])[N:1]([CH2:2][C:3]3([OH:6])[CH2:5][CH2:4]3)[C:24]=2[C:19]2[N:20]=[CH:38][CH:29]=[CH:30][C:18]=2[N:17]=1Komponenten
Edukt 6
Produkt 1
Versuchsvorschrift
1-[(4-Amino-2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)methyl]cyclopropanol was prepared according to the general methods of Parts D through G of Example 84 using 1-(aminomethyl)cyclopropanol in lieu of 1-(2-aminoethyl)cyclopropanol in Part D, 4-chloro-3-nitronaphthyridine in lieu of 4-chloro-3-nitroquinoline in Part D, and trimethyl orthobutyrate in lieu of triethyl orthopropionate in Part F. The crude product was triturated with hot acetonitrile to provide a tan solid. Which was recrystallized from chloroform and hexanes and dried at 140° C. under vacuum to provide product as an off-white solid, mp 199-200° C. MS (ESI) m/z 298 (M+H)+; Anal. calcd for C16H19N5O: C, 64.63; H, 6.44; N, 23.55. Found: C, 64.32; H, 6.62; N, 23.67.
Aufarbeitung
- customThe crude product was triturated with hot acetonitrile
- customto provide a tan solid
- customWhich was recrystallized from chloroform and hexanes
- customdried at 140° C. under vacuum
- customto provide product as an off-white solid, mp 199-200° C
Quellen und Nachweise
- ORD-Eintrag
- ord-63b69e7bbeda44119ec322bdaa6cb786
- Quelldatensatz
- uspto-grants-2013_09
- Patentnummer
- US08541438B2
Verknüpfte Notizen
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