N1,N1-bis(2-methoxyethyl)-3-methylbutane-1,3-diamine → 2((4-(bis(2-methoxyethyl)amino)-2-methylbutan-2-yl)amino)-8-iodo-3-methylquinazolin-4(3H)-one
Reaktionsgleichung
[CH3:1][O:2][CH2:3][CH2:4][N:5]([CH2:12][CH2:13][O:14][CH3:15])[CH2:6][CH2:7][C:8]([CH3:11])([NH2:10])[CH3:9].[I:16][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]2[C:26]=1[N:25]=[C:24](S(C)=O)[N:23]([CH3:30])[C:22]2=[O:31]>CC(O)(C)C>[CH3:15][O:14][CH2:13][CH2:12][N:5]([CH2:4][CH2:3][O:2][CH3:1])[CH2:6][CH2:7][C:8]([NH:10][C:24]1[N:23]([CH3:30])[C:22](=[O:31])[C:21]2[C:26](=[C:17]([I:16])[CH:18]=[CH:19][CH:20]=2)[N:25]=1)([CH3:11])[CH3:9]Komponenten
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 120 °C
Versuchsvorschrift
A glass microwave reaction vessel was charged with N1,N1-bis(2-methoxyethyl)-3-methylbutane-1,3-diamine (50 mg, 0.229 mmol) and 8-iodo-3-methyl-2-(methylsulfinyl)quinazolin-4(3H)-one (700b; 80 mg, 0.229 mmol) in tBuOH (0.5 mL). The reaction mixture was stirred and heated in a Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc.) at 120° C. for 45 min. Similarly another two batches (50 mg and 170 mg) were carried out. The three batches were combined and the solvent was removed. The residue was purified with silica gel chromatography (eluted with 0-5% MeOH in DCM) to give 2((4-(bis(2-methoxyethyl)amino)-2-methylbutan-2-yl)amino)-8-iodo-3-methylquinazolin-4(3H)-one (210 mg, 0.42 mmol). MS (ESI, pos. ion) m/z: 503 (M+1).
Aufarbeitung
- customA glass microwave reaction vessel
- customthe solvent was removed
- customThe residue was purified with silica gel chromatography (eluted with 0-5% MeOH in DCM)
Quellen und Nachweise
- ORD-Eintrag
- ord-3f71d11e621148d7b6753e4cbcbbb4d4
- Quelldatensatz
- uspto-grants-2016_07
- Patentnummer
- US09394297B2
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