تفاعل #685017

معادلة التفاعل

solution

Methyl 2-(2′-(4-fluorobenzylcarbamoyl)-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 MeOH

→

title compound

المردود 26.8%

2-(2′-(4-Fluorobenzylcarbamoyl)-3′-hydroxy-4′-oxo-6′,7′-dihydro-4′H-spiro[piperidine-4,9′-pyrimido[2,1-c][1,4]oxazine]-1-yl)-2-oxoacetic acid

المردود 26.8%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrated
2. 2
   أخرىThe residue was purified by chromatography (YMC Combiprep ODS-A, 30 mm×50 mm, MeOH/H2O/0.1% TFA)
3. 3
   أخرىthe resulting residue was triturated with hot MeOH

الإجراء التجريبي

A solution of Example 28 (0.0147 g, 0.03 mmol) and 2M Me2NH/MeOH (0.10 mL, 0.2 mmol) in DMF (0.5 mL) was stirred at 80° C. in a sealed tube for 18 h and concentrated. The residue was purified by chromatography (YMC Combiprep ODS-A, 30 mm×50 mm, MeOH/H2O/0.1% TFA) and the resulting residue was triturated with hot MeOH to give the title compound as white solid (0.0037 g, 25%). 1H NMR (300 MHz, CDCl3) δ: 12.21 (1H, bs), 7.92 (1H, t, J=5.8 Hz), 7.29 (2H, dd, J=8.4, 5.5 Hz), 7.00 (2H, t, J=8.6 Hz), 4.63-4.49 (2H, m), 4.46-4.40 (1H, m), 4.19-4.14 (1H, m), 4.01 (4H, s), 3.44 (1H, td, J=13.3, 2.1 Hz), 3.02 (1H, td, J=13.3, 2.4 Hz), 2.25-2.09 (2H, m), 1.98-1.91 (2H, m). HRMS (M+H) calcd for C21H22FN4O7: 461.1473; found: 461.1533.

المصدر