Sodium Carbonate → HCID 46912801, Verbindung

HRID 1626572Notizen

Reaktionsgleichung

Cl[C:2]1[N:3]=[C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[C:5]2[CH2:10][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:8][C:6]=2[N:7]=1.[CH2:24]([NH:26][C:27](=[O:44])[NH:28][C:29]1[CH:34]=[CH:33][C:32](B2OC(C)(C)C(C)(C)O2)=[CH:31][CH:30]=1)[CH3:25].C([O-])([O-])=O.[Na+].[Na+]>COC1CCCC1.CCO.O>[CH2:24]([NH:26][C:27](=[O:44])[NH:28][C:29]1[CH:34]=[CH:33][C:32]([C:2]2[N:3]=[C:4]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[C:5]3[CH2:10][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:8][C:6]=3[N:7]=2)=[CH:31][CH:30]=1)[CH3:25]

Komponenten

Reaktionsbedingungen

Temperatur: 130 °C

Versuchsvorschrift

To a solution of tert-butyl 2-chloro-4-morpholino-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate (intermediate 2) (300 mg, 0.88 mmol) and 4-(3-ethylureido)phenylboronic acid pinacol ester (281 mg, 0.97 mmol) in CPME/EtOH/H2O (7/2/3) (4.0 mL) was added Pd(PPh3)2(Cl)2 (31 mg, 0.04 mmol) and Na2CO3 (140 mg, 1.32 mmol). The reaction mixture was then heated by microwave at 130° C. for 0.5 h. The crude reaction mixture was then partitioned between water and EtOAc, the phases separated and the solvent removed in vacuo. The residue was purified by flash chromatography (0-40% EtOAc/Petroleum Ether 40-60) to yield an off-white solid (275 mg, 67%).

Aufarbeitung

customThe crude reaction mixture
customwas then partitioned between water and EtOAc
customthe phases separated
customthe solvent removed in vacuo
customThe residue was purified by flash chromatography (0-40% EtOAc/Petroleum Ether 40-60)

Quellen und Nachweise

ORD-Eintrag: ord-fa4fea665caa4df599a9db83577ddf14
Quelldatensatz: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08785457B2

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