Reaktion #685016

Reaktionsgleichung

solution

Methyl 2-(2′-(4-fluoro-2-(5-methyl-1H-1,2,4-triazol-1-yl)benzylcarbamoyl)-3′-hydroxy-4′-oxo-6′,7′-dihydro-4′H-spiro[piperidine-4,9′-pyrimido[2,1-c][1,4]oxazine]-1-yl)-2-oxoacetate

Me2NH

→

title compound

Ausbeute 36.0%

1-(2-(Dimethylamino)-2-oxoacetyl)-N-(4-fluoro-2-(5-methyl-1H-1,2,4-triazol-1-yl)benzyl)-3′-hydroxy-4′-oxo-6′,7′-dihydro-4′H-spiro[piperidine-4,9′-pyrimido[2,1-c][1,4]oxazine]-2′-carboxamide

Ausbeute 36.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenConcentration
2. 2
   Sonstigegave an oil that
3. 3
   Sonstigewas purified by chromatography (YMC Combiprep ODS-A, 30 mm×50 mm, MeOH/H2O/0.1% TFA)

Vorschrift

A solution of Example 26 and 2M Me2NH/MeoH (2 mL, 4 mmol) was stirred for 18 h. at room temperature. Concentration gave an oil that was purified by chromatography (YMC Combiprep ODS-A, 30 mm×50 mm, MeOH/H2O/0.1% TFA) to give the title compound as white solid (0.227 g, 36%). 1H NMR (300 MHz, CDCl3) δ: 8.61 (1H, s), 8.34 (1H, t, J=5.3 Hz), 7.69 (1H, dd, J=8.6, 5.7 Hz), 7.27 (1H, td, J=8.1, 2.3 Hz), 7.01 (1H, dd, J=8.0, 2.2 Hz), 4.48-4.41 (2H, m), (4.18 (1H, dd, J=14.4, 5.3 Hz), 4.02 (4H, s), 3.64-3.59 (1H, m), 3.48-3.40 (1H, m), 3.09-3.04 (1H, m), 3.03 (3H, s), 3.00 (3H, s), 2.54 (3H, s), 2.39-2.29 (1H, m), 2.21-2.10 (1H, m), 1.99-1.88 (1H, m). HRMS (M+H) calcd for C26H30FN8O6: 569.2272; found: 569.2272.

Quelle